{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,5,14]],"date-time":"2025-05-14T07:23:18Z","timestamp":1747207398928,"version":"3.40.5"},"reference-count":110,"publisher":"Bentham Science Publishers Ltd.","issue":"5","content-domain":{"domain":["eurekaselect.com"],"crossmark-restriction":true},"short-container-title":["COS"],"published-print":{"date-parts":[[2022,8]]},"abstract":"<jats:sec>\n<jats:title>Abstract:<\/jats:title>\n<jats:p>2,3-Diaminomaleonitrile (DAMN), a tetramer of hydrogen cyanide, displays weakly basic properties\nand has reactivity comparable to o-phenylenediamine. It has emerged as a versatile, cheap as well as a readily\naccessible building block towards the synthesis of a variety of organic compounds. The present review focuses\non the applications of 2,3-diaminomaleonitrile for the synthesis of Schiff\u2019s base, imidazoles, pyrazines,\nquinoxolines, benzodiazocines, 1,4-diazepines, purines, pyrimidines, pyrazine-tetrazole hybrids, triazoles, thiadiazole,\nthiazolidines, porphyrazines, formamidines, 1,3,5-triazepines, pyrrolo[3,4-b][1,4]diazepin-6(3H)-ones,\ntriaza[22]annulenes, pyrrolo[3,4-f][1,3,5]triazepines, spiro compounds, pyrazoles and 2,3-dicyano-5,7-\nbismethylthieno[3,4-b]pyrazine.<\/jats:p>\n<\/jats:sec>","DOI":"10.2174\/1570179419666220107155346","type":"journal-article","created":{"date-parts":[[2022,1,18]],"date-time":"2022-01-18T16:32:26Z","timestamp":1642523546000},"page":"616-642","update-policy":"https:\/\/doi.org\/10.2174\/bsp_crossmark_policy","source":"Crossref","is-referenced-by-count":2,"title":["2,3-Diaminomaleonitrile: A Multifaceted Synthon in Organic Synthesis"],"prefix":"10.2174","volume":"19","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-6208-9221","authenticated-orcid":true,"given":"Ankita","family":"Chaudhary","sequence":"first","affiliation":[{"name":"Department of Chemistry, Maitreyi College, University of Delhi, New Delhi, India"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"965","reference":[{"key":"ref=1","first-page":"99","volume":"6","author":"Lange O.","year":"1873","unstructured":"Lange O.; About a new connection of the composition of hydrocyanic acid. Eur J Inorg Chem 1873,6,99-101","journal-title":"Eur J Inorg Chem"},{"key":"ref=2","first-page":"168","volume":"176","author":"Bedel C.","year":"1923","unstructured":"Bedel C.; On a polymer of hydrocyanic acid. Reports of the Academy of Sciences 1923,176,168-171","journal-title":"Reports of the Academy of Sciences"},{"key":"ref=3","first-page":"87","volume":"600","author":"Bredereck H.","year":"1956","unstructured":"Bredereck H.; Schm\u00f6tzer G.; Becher H-J.; Constitution of tetrameric hydrocyanic acid and its acyl derivatives. Eur J Org Chem 1956,600,87-95","journal-title":"Eur J Org Chem"},{"key":"ref=4","doi-asserted-by":"publisher","first-page":"3491","DOI":"10.1021\/ja01618a021","volume":"77","author":"Webb R.L.","year":"1955","unstructured":"Webb R.L.; Frank S.; Schneider W.C.; The structure of HCN tetramer. J Am Chem Soc 1955,77,3491-3493","journal-title":"J Am Chem Soc"},{"key":"ref=5","first-page":"165","volume":"8","author":"Gryszkiewicz-Trochimowski E.","year":"1928","unstructured":"Gryszkiewicz-Trochimowski E.; Composition and structure of the polymer of hydrocyanic acid. Roczniki Chem 1928,8,165-174","journal-title":"Roczniki Chem"},{"key":"ref=6","doi-asserted-by":"publisher","first-page":"589","DOI":"10.1107\/S0365110X61001881","volume":"14","author":"Penfold B.R.","year":"1961","unstructured":"Penfold B.R.; Lipscomb W.; The molecular and crystal structure of hydrogen cyanide tetramer (diaminomaleonitrile). Acta Crystallogr 1961,14,589-597","journal-title":"Acta Crystallogr"},{"key":"ref=7","doi-asserted-by":"publisher","first-page":"110","DOI":"10.2174\/1570179412666141226190750","volume":"12","author":"Al-Azmi A.","year":"2015","unstructured":"Al-Azmi A.; Recent developments in the chemistry of diaminomaleonitrile. Curr Org Synth 2015,12,110-135","journal-title":"Curr Org Synth"},{"key":"ref=8","doi-asserted-by":"publisher","first-page":"2749","DOI":"10.1016\/S0040-4020(03)00153-4","volume":"59","author":"Al-Azmi A.","year":"2003","unstructured":"Al-Azmi A.; Elassar A-Z.A.; Booth B.L.; The chemistry of diaminomaleonitrile and its utility in heterocyclic synthesis. Tetrahedron 2003,59,2749-2763","journal-title":"Tetrahedron"},{"key":"ref=9","doi-asserted-by":"publisher","first-page":"8327","DOI":"10.1007\/s11164-014-1895-z","volume":"41","author":"Hu J.","year":"2015","unstructured":"Hu J.; Jin X.; Peng D.; Xie Q.; Liu Y.; Liao Y.; Zhu C.; Zhong C.; Novel D\u2013\u03c0\u2013A dye sensitizers of polymeric metal complexes based on Cd(II) with salicylaldehyde and diaminomaleonitrile: synthesis, characterization, and photovoltaic performance for dye-sensitized solar cells. Res Chem Intermed 2015,41,8327-8342","journal-title":"Res Chem Intermed"},{"key":"ref=10","doi-asserted-by":"publisher","first-page":"136","DOI":"10.1080\/00958970903296362","volume":"63","author":"Rajasekar M.","year":"2010","unstructured":"Rajasekar M.; Sreedaran S.; Prabu R.; Narayanan V.; Jegadeesh R.; Raaman N.; Rahiman A.K.; Synthesis, characterization, and anti-microbial activities of nickel(II) and copper(II) Schiff-base complexes. J Coord Chem 2010,63,136-146","journal-title":"J Coord Chem"},{"key":"ref=11","doi-asserted-by":"publisher","first-page":"763","DOI":"10.1002\/macp.1983.021840411","volume":"184","author":"W\u00f6hrle D.","year":"1983","unstructured":"W\u00f6hrle D.; Bohlen H.; Rothkopf H-W.; Polymeric Schiff\u2019s base chelates and their precursors, 4 synthesis of schiff\u2019s base chelates from diaminomaleonitrile and investigation of their activity for the valence isomerisation of quadricyclane to norbornadien. Macromol Chem Phys 1983,184,763-778","journal-title":"Macromol Chem Phys"},{"key":"ref=12","first-page":"57","volume":"13","author":"W\u00f6hrle D.","year":"1985","unstructured":"W\u00f6hrle D.; Buttner P.; Polymeric schiff\u2019s base chelates and their precursors 8a), some cobalt chelates as catalysts for the isomerization of quadrycyclane to norbornadiene. Polym Bull 1985,13,57-64","journal-title":"Polym Bull"},{"key":"ref=13","doi-asserted-by":"publisher","first-page":"5492","DOI":"10.1021\/ic960237p","volume":"35","author":"MacLachlan M.J.","year":"1996","unstructured":"MacLachlan M.J.; Park M.K.; Thompson L.K.; Coordination compounds of schiff-base ligands derived from diaminomaleonitrile (DMN): Mononuclear, dinuclear, and macrocyclic derivatives. Inorg Chem 1996,35(19),5492-5499","journal-title":"Inorg Chem"},{"key":"ref=14","doi-asserted-by":"publisher","first-page":"107","DOI":"10.1016\/S0143-7208(00)00068-1","volume":"47","author":"Shirai K.","year":"2000","unstructured":"Shirai K.; Matsuoka M.; Fukunishi K.; New syntheses and solid state fluorescence of azomethine dyes derived from diaminomale-onitrile and 2,5-diamino-3,6-dicyanopyrazine. Dyes Pigm 2000,47,107-115","journal-title":"Dyes Pigm"},{"key":"ref=15","doi-asserted-by":"publisher","first-page":"242","DOI":"10.1016\/j.molstruc.2015.10.092","volume":"1106","author":"Yang J.","year":"2016","unstructured":"Yang J.; Shi R.; Zhou P.; Qiu Q.; Li H.; Asymmetric Schiff bases derived from diaminomaleonitrile and their metal complexes. J Mol Struct 2016,1106,242-258","journal-title":"J Mol Struct"},{"key":"ref=16","doi-asserted-by":"publisher","first-page":"521","DOI":"10.1021\/cg034068c","volume":"4","author":"Nesterov V.V.","year":"2004","unstructured":"Nesterov V.V.; Antipin M.Y.; Nesterov V.N.; Penn B.G.; Frazier D.O.; Timofeeva T.V.; Thermally stable imines as new potential nonlinear optical materials. Cryst Growth Des 2004,4,521-531","journal-title":"Cryst Growth Des"},{"key":"ref=17","doi-asserted-by":"publisher","DOI":"10.1155\/2013\/436275","volume":"2013","author":"Anitha C.","year":"2013","unstructured":"Anitha C.; Sheela C.D.; Tharmaraj P.; Shanmugakala R.; Studies on synthesis and spectral characterization of some transition metal complexes of Azo-Azomethine derivative of diaminomaleonitrile. Int J Inorg Chem 2013,2013","journal-title":"Int J Inorg Chem"},{"key":"ref=18","doi-asserted-by":"publisher","first-page":"3615","DOI":"10.1021\/ma047918l","volume":"38","author":"Johnson D.M.","year":"2005","unstructured":"Johnson D.M.; Reybuck S.E.; Lawton R.G.; Rasmussen P.G.; Condensation of DAMN with conjugated aldehydes and polymerizations of the corresponding imines. Macromolecules 2005,38,3615-3621","journal-title":"Macromolecules"},{"key":"ref=19","doi-asserted-by":"publisher","first-page":"11437","DOI":"10.1002\/chem.201901911","volume":"25","author":"Ruiz-Bermejo M.","year":"2019","unstructured":"Ruiz-Bermejo M.; de la Fuente J.L.; Carretero-Gonz\u00e1lez J.; Garc\u00eda-Fern\u00e1ndez L.; Aguilar M.R.; A Comparative study on HCN poly-mers synthesized by polymerization of NH4 CN or diaminomaleonitrile in aqueous media: New perspectives for prebiotic chemistry and materials science. Chemistry 2019,25(49),11437-11455","journal-title":"Chemistry"},{"key":"ref=20","doi-asserted-by":"publisher","first-page":"30599","DOI":"10.1039\/C9RA05298D","volume":"9","year":"2019","unstructured":"Aruna; Rani, B.; Swami, S.; Agarwala, A.; Behera, D.; Shrivastava, R. Recent progress in development of 2,3- diaminomaleonitrile (DAMN) based chemosensors for sensing of ionic and reactive oxygen species. RSC Advances 2019,9,30599-30614","journal-title":"RSC Advances"},{"key":"ref=21","doi-asserted-by":"publisher","first-page":"1420","DOI":"10.1021\/acs.oprd.0c00078","volume":"24","author":"Derstine B.P.","year":"2020","unstructured":"Derstine B.P.; Tomlin J.W.; Peck C.L.; Dietz J-P.; Herrera B.T.; Cardoso F.S.P.; Paymode D.J.; Yue A.C.; Arduengo A.J.; Opatz T.; Snead D.R.; Stringham R.W.; McQuade D.T.; Gupton B.F.; An efficient synthesis of tenofovir (PMPA): A key intermediate leading to tenofovir-based HIV medicines. Org Process Res Dev 2020,24,1420-1427","journal-title":"Org Process Res Dev"},{"key":"ref=22","doi-asserted-by":"publisher","first-page":"79","DOI":"10.1002\/jhet.5570110118","volume":"11","author":"Popp F.D.","year":"1974","unstructured":"Popp F.D.; Synthesis of potential antineoplastic agents. XXIV. Reaction of diaminomaleonitrile with 1,2-diones. J Heterocycl Chem 1974,11,79-82","journal-title":"J Heterocycl Chem"},{"key":"ref=23","author":"Heidenreich H.","year":"1989","unstructured":"Heidenreich H.; Becker B.; 2,3-Diaminomaleonitrile derivatives. Eur Pat 1989","journal-title":"Eur Pat"},{"key":"ref=24","author":"Fujiyoshi N.","year":"1979","unstructured":"Fujiyoshi N.; Oshima K.; Diaminomaleonitrile as a nematocide and insecticide. JP Pat 1979","journal-title":"JP Pat"},{"key":"ref=25","author":"Okuma T.","year":"2005","unstructured":"Okuma T.; Kojima K.; Matsuzaki Y.; Jet-printing inks showing vivid color and good storage stability and azo compounds with good solvent solubility therefor. JP Pat 20051202352005","journal-title":"JP Pat"},{"key":"ref=26","doi-asserted-by":"publisher","first-page":"3349","DOI":"10.1007\/s11164-016-2829-8","volume":"43","author":"Kalhor M.","year":"2017","unstructured":"Kalhor M.; Seyedzade Z.; Rapid synthesis of 2-amino maleonitrile Schiff bases in aqueous media catalyzed by cerium(IV) ammonium nitrate (CAN) and a new method for the one-pot preparation of their dicyano imidazoles (DCI). Res Chem Intermed 2017,43,3349-3360","journal-title":"Res Chem Intermed"},{"key":"ref=27","doi-asserted-by":"publisher","first-page":"95","DOI":"10.1016\/j.bios.2017.02.006","volume":"92","author":"Keshav K.","year":"2017","unstructured":"Keshav K.; Torawane P.; Kumar Kumawat M.; Tayade K.; Sahoo S.K.; Srivastava R.; Kuwar A.; Highly selective optical and re-versible dual-path chemosensor for cyanide detection and its application in live cells imaging. Biosens Bioelectron 2017,92,95-100","journal-title":"Biosens Bioelectron"},{"key":"ref=28","doi-asserted-by":"publisher","first-page":"1269","DOI":"10.1016\/j.saa.2014.10.013","volume":"136","author":"Jeyanthi D.","year":"2015","unstructured":"Jeyanthi D.; Iniya M.; Krishnaveni K.; Chellappa D.; Novel indole based dual responsive \u201cturn-on\u201d chemosensor for fluoride ion de-tection. Spectrochim Acta A Mol Biomol Spectrosc 2015,136(Pt C),1269-1274","journal-title":"Spectrochim Acta A Mol Biomol Spectrosc"},{"key":"ref=29","doi-asserted-by":"publisher","first-page":"1","DOI":"10.1016\/j.dyepig.2013.01.018","volume":"98","author":"Zhou H.","year":"2013","unstructured":"Zhou H.; Wang J.; Chen Y.; Xi W.; Zheng Z.; Xu D.; Cao Y.; Liu G.; Zhu W.; Tian Y.; New diaminomaleonitrile derivatives con-taining aza-crown ether: Selective, sensitive and colorimetric chemosensors for Cu(II). Dyes Pigm 2013,98,1-10","journal-title":"Dyes Pigm"},{"key":"ref=30","doi-asserted-by":"publisher","first-page":"258","DOI":"10.1016\/j.inoche.2017.10.019","volume":"86","author":"Xue X-Y.","year":"2017","unstructured":"Xue X-Y.; Jiang D-Y.; Feng C.; Zhang H.; Wang Z-F.; Zhao H.; A highly selective and sensitive turn-on fluorescent probe for cop-per(II) ion with a large Stokes shift. Inorg Chem Commun 2017,86,258-261","journal-title":"Inorg Chem Commun"},{"key":"ref=31","doi-asserted-by":"publisher","first-page":"305","DOI":"10.1016\/j.saa.2018.05.045","volume":"202","author":"Bing Q.","year":"2018","unstructured":"Bing Q.; Wang L.; Li D.; Wang G.; A new high selective and sensitive turn-on fluorescent and ratiometric absorption chemosensor for Cu2+ based on benzimidazole in aqueous solution and its application in live cell. Spectrochim Acta A Mol Biomol Spectrosc 2018,202,305-313","journal-title":"Spectrochim Acta A Mol Biomol Spectrosc"},{"key":"ref=32","doi-asserted-by":"publisher","first-page":"330","DOI":"10.1016\/j.dyepig.2018.12.017","volume":"163","author":"Erdemir S.","year":"2019","unstructured":"Erdemir S.; Malkondu S.; Dual-emissive fluorescent probe based on phenolphthalein appended diaminomaleonitrile for Al3+ and the colorimetric recognition of Cu2+. Dyes Pigm 2019,163,330-336","journal-title":"Dyes Pigm"},{"key":"ref=33","doi-asserted-by":"publisher","first-page":"146","DOI":"10.1007\/s10593-018-2246-6","volume":"54","author":"He Y.","year":"2018","unstructured":"He Y.; Yin J.; Wang G.; New selective \u201con-off\u201d fluorescence chemosensor based on carbazole Schiff base for Fe3+ detection. Chem Heterocycl Compd 2018,54,146-152","journal-title":"Chem Heterocycl Compd"},{"key":"ref=34","doi-asserted-by":"publisher","first-page":"4620","DOI":"10.1016\/j.tetlet.2013.06.035","volume":"54","author":"Goswami S.","year":"2013","unstructured":"Goswami S.; Das S.; Aich K.; An ICT based highly selective and sensitive sulfur-free sensor for naked eye as well as fluorogenic de-tection of Hg2+ in mixed aqueous media. Tetrahedron Lett 2013,54,4620-4623","journal-title":"Tetrahedron Lett"},{"key":"ref=35","doi-asserted-by":"publisher","first-page":"6803","DOI":"10.1039\/C6NJ00430J","volume":"40","author":"Patil S.R.","year":"2016","unstructured":"Patil S.R.; Choudhary A.S.; Sekar N.; A Lawsone\u2013DAMN based colorimetric chemosensor for rapid naked-eye detection of mercu-ry(II). New J Chem 2016,40,6803-6811","journal-title":"New J Chem"},{"key":"ref=36","doi-asserted-by":"publisher","first-page":"5715","DOI":"10.1016\/j.tet.2017.08.010","volume":"73","author":"Wu C.","year":"2017","unstructured":"Wu C.; Wang J.; Shen J.; Zhang C.; Wu Z.; Zhou H.; A colorimetric quinoline-based chemosensor for sequential detection of copper ion and cyanide anions. Tetrahedron 2017,73,5715-5719","journal-title":"Tetrahedron"},{"key":"ref=37","doi-asserted-by":"publisher","first-page":"7668","DOI":"10.1039\/C5RA26281J","volume":"6","author":"Vengaian K.M.","year":"2016","unstructured":"Vengaian K.M.; Britto C.D.; Sekar K.; Sivaraman G.; Singaravadivel S.; Fluorescence \u201con\u2013off\u2013on\u201d chemosensor for selective detec-tion of Hg2+ and S2\u2212 application to bioimaging in living cells. RSC Advances 2016,6,7668-7673","journal-title":"RSC Advances"},{"key":"ref=38","doi-asserted-by":"publisher","first-page":"741","DOI":"10.1016\/j.snb.2014.08.024","volume":"204","author":"Goswami S.","year":"2014","unstructured":"Goswami S.; Maity S.; Maity A.C.; Das A.K.; Fluorometric and naked-eye detectable dual signaling chemodosimeter for hypochlorite. Sens Actuators B Chem 2014,204,741-745","journal-title":"Sens Actuators B Chem"},{"key":"ref=39","doi-asserted-by":"publisher","first-page":"12691","DOI":"10.1039\/c1cc15762k","volume":"47","author":"Yuan L.","year":"2011","unstructured":"Yuan L.; Lin W.; Song J.; Yang Y.; Development of an ICT-based ratiometric fluorescent hypochlorite probe suitable for living cell imaging. Chem Commun (Camb) 2011,47(47),12691-12693","journal-title":"Chem Commun (Camb)"},{"key":"ref=40","doi-asserted-by":"publisher","first-page":"526","DOI":"10.1016\/j.dyepig.2018.01.027","volume":"158","author":"Chen L.","year":"2018","unstructured":"Chen L.; Park S.J.; Wu D.; Kim H.M.; Yoon J.; A two-photon ESIPT based fluorescence probe for specific detection of hypochlorite. Dyes Pigm 2018,158,526-532","journal-title":"Dyes Pigm"},{"key":"ref=41","doi-asserted-by":"publisher","first-page":"725","DOI":"10.1039\/C7TB02862H","volume":"6","author":"Zhang Y.","year":"2018","unstructured":"Zhang Y.; Ma L.; Tang C.; Pan S.; Shi D.; Wang S.; Li M.; Guo Y.; A highly sensitive and rapidly responding fluorescent probe based on a rhodol fluorophore for imaging endogenous hypochlorite in living mice. J Mater Chem B Mater Biol Med 2018,6(5),725-731","journal-title":"J Mater Chem B Mater Biol Med"},{"key":"ref=42","doi-asserted-by":"publisher","DOI":"10.1016\/j.ica.2020.120073","volume":"515","author":"Karuppusamy P.","year":"2021","unstructured":"Karuppusamy P.; Sarveswari S.; A simple diaminomaleonitrile based molecular probe for selective detection of Cu(II) and Zn(II) ions in semi-aqueous medium. Inorg Chim Acta 2021,515","journal-title":"Inorg Chim Acta"},{"key":"ref=43","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2020.131788","volume":"78","author":"Liu X.","year":"2021","unstructured":"Liu X.; Liu H.; Tang X.; Liu G.; Pu S.; A highly selective colorimetric and fluorescent probe for Cu2+ based diarylethene with a dia-minomaleonitrile unit. Tetrahedron 2021,78","journal-title":"Tetrahedron"},{"key":"ref=44","doi-asserted-by":"publisher","DOI":"10.1016\/j.snb.2020.128249","volume":"320","author":"Wang Z.","year":"2020","unstructured":"Wang Z.; Zhang Y.; Yin J.; Li M.; Luo H.; Yang Y.; Xu X.; Yong Q.; Wang S.; An easily available camphor-derived ratiometric flu-orescent probe with AIE feature for sequential Ga3+ and ATP sensing in a near-perfect aqueous media and its bio-imaging in living cells and mice. Sens Actuators B Chem 2020,320","journal-title":"Sens Actuators B Chem"},{"key":"ref=45","doi-asserted-by":"publisher","DOI":"10.1016\/j.saa.2020.118191","volume":"233","author":"Zhang H.","year":"2020","unstructured":"Zhang H.; Zhong T.; Jiang N.; Zhang Z.; Gong X.; Wang G.; Study on the photochromism, photochromic fluorescence switch, fluo-rescent and colorimetric sensing for Cu2+ of naphthopyran-diaminomaleonitrile dyad and recognition Cu2+ in living cells. Spectrochim Acta A Mol Biomol Spectrosc 2020,233","journal-title":"Spectrochim Acta A Mol Biomol Spectrosc"},{"key":"ref=46","doi-asserted-by":"publisher","DOI":"10.1016\/j.saa.2020.118154","volume":"232","author":"Li Y.","year":"2020","unstructured":"Li Y.; Liu L.; Tang Y.; Wang Y.; Han J.; Ni L.; A new colorimetric and ratiometric probe for highly selective recognition and bioim-aging of ClO- and Al3. Spectrochim Acta A Mol Biomol Spectrosc 2020,232","journal-title":"Spectrochim Acta A Mol Biomol Spectrosc"},{"key":"ref=47","doi-asserted-by":"publisher","DOI":"10.1016\/j.molliq.2020.114124","volume":"319","author":"Li X.","year":"2020","unstructured":"Li X.; Wen Q.; Gu J.; Liu W.; Wang Q.; Zhou G.; Gao J.; Zheng Y.; Diverse reactivity to hypochlorite and copper ions based on a novel Schiff base derived from vitamin B6 cofactor. J Mol Liq 2020,319","journal-title":"J Mol Liq"},{"key":"ref=48","doi-asserted-by":"publisher","DOI":"10.1016\/j.dyepig.2019.108019","volume":"174","author":"Malkondu S.","year":"2020","unstructured":"Malkondu S.; Erdemir S.; Karakurt S.; Red and blue emitting fluorescent probe for cyanide and hypochlorite ions: Biological sensing and environmental analysis. Dyes Pigm 2020,174","journal-title":"Dyes Pigm"},{"key":"ref=49","doi-asserted-by":"publisher","first-page":"388","DOI":"10.1016\/j.molstruc.2018.03.024","volume":"1163","author":"Zare N.","year":"2018","unstructured":"Zare N.; Zabardasti A.; Dusek M.; Eigner V.; New asymmetric and symmetric 2-((pyridin-4-yl)methylenamino)-3 aminomaleo nitrile and 2,3-bis((pyridin-4-yl)methylenamino)maleonitrile Schiff bases: Synthesis, experimental characterization along with theoretical stud-ies. J Mol Struct 2018,1163,388-396","journal-title":"J Mol Struct"},{"key":"ref=50","doi-asserted-by":"publisher","first-page":"1074","DOI":"10.1021\/ja00957a050","volume":"88","author":"Ferris J.P.","year":"1966","unstructured":"Ferris J.P.; Orgel L.E.; An unusual photochemical rearrangement in the synthesis of adenine from hydrogen cyanide. J Am Chem Soc 1966,88,1074","journal-title":"J Am Chem Soc"},{"key":"ref=51","doi-asserted-by":"publisher","first-page":"713","DOI":"10.1021\/jo00866a032","volume":"41","author":"Ohtsuka Y.","year":"1976","unstructured":"Ohtsuka Y.; Chemistry of diaminomaleonitrile. I. Selective preparations of monoformyldiaminomaleonitrile and imidazoles by reaction with formic acid. J Org Chem 1976,41,713-714","journal-title":"J Org Chem"},{"key":"ref=52","doi-asserted-by":"publisher","first-page":"365","DOI":"10.1002\/hc.20212","volume":"17","author":"El-Shaieb K.M.","year":"2006","unstructured":"El-Shaieb K.M.; Microwave irradiation assisted facile synthesis of new imidazole, pyrazine, and benzodiazocine derivatives using dia-minomaleonitrile. Heteroatom Chem 2006,17,365-368","journal-title":"Heteroatom Chem"},{"key":"ref=53","doi-asserted-by":"publisher","first-page":"1506","DOI":"10.1080\/10406638.2019.1686402","volume":"41","author":"Kalhor M.","year":"2021","unstructured":"Kalhor M.; Seyedzade Z.; Zarnegar Z.; (NH4)2Ce(NO3)6\/HNO3 as a high-performance oxidation catalyst for the one-step, solvent-free synthesis of dicyano imidazoles. Polycycl Aromat Compd 2021,41,1506-1514","journal-title":"Polycycl Aromat Compd"},{"key":"ref=54","doi-asserted-by":"publisher","first-page":"767","DOI":"10.1055\/s-1988-27702","author":"O\u2019Connell J.F.","year":"1988","unstructured":"O\u2019Connell J.F.; Parquette J.; Yelle W.E.; Wang W.; Rapoport H.; Convenient synthesis of methyl 1-Methyl-2,4-dibromo-5-imidazolecarboxylate. Synthesis 1988,767-771","journal-title":"Synthesis"},{"key":"ref=55","doi-asserted-by":"publisher","first-page":"2695","DOI":"10.1021\/ja00789a054","volume":"95","author":"Sheppard W.A.","year":"1973","unstructured":"Sheppard W.A.; Webster O.W.; Hydrogen cyanide chemistry. V. Diazodicyanoimidazole and dicyanoimidazole halonium ylides. J Am Chem Soc 1973,95,2695-2697","journal-title":"J Am Chem Soc"},{"key":"ref=56","doi-asserted-by":"publisher","first-page":"984","DOI":"10.1055\/s-1982-30036","author":"Merch\u00e1n F.L.","year":"1982","unstructured":"Merch\u00e1n F.L.; Gar\u00edn J.; Tejero T.; Synthesis of 2-Sulfonylaminobenzimidazoles and 4,5-Dicyano-2-sulfonylaminoimidazoles from N-Dichloromethylenesulfonamides. Synthesis 1982,984-986","journal-title":"Synthesis"},{"key":"ref=57","doi-asserted-by":"publisher","first-page":"303","DOI":"10.1515\/hc-2018-0127","volume":"24","author":"Doomanlou M.","year":"2018","unstructured":"Doomanlou M.; Kabirifard H.; Asadi M.; Moloudi M.; Mirfazli S.S.; Diaminomaleonitrile as a versatile building block for the synthe-sis of 4,4\u2032-biimidazolidinylidenes and 4,4\u2032-bithia-zolidinylidenes. Heterocycl Commun 2018,24,303-306","journal-title":"Heterocycl Commun"},{"key":"ref=58","doi-asserted-by":"publisher","first-page":"2576","DOI":"10.3390\/molecules23102576","volume":"23","author":"Chmovzh T.N.","year":"2018","unstructured":"Chmovzh T.N.; Knyazeva E.A.; Lyssenko K.A.; Popov V.V.; Rakitin O.A.; Safe Synthesis of 4,7-dibromo[1,2,5] thiadiazolo[3,4-d]pyridazine and its SNAr reactions. Molecules 2018,23(10),2576","journal-title":"Molecules"},{"key":"ref=59","doi-asserted-by":"publisher","first-page":"11122","DOI":"10.1016\/j.tet.2013.11.003","volume":"69","author":"Al-Azmi A.","year":"2013","unstructured":"Al-Azmi A.; Kalarikkal A.K.; Synthesis of 1,4,5-trisubstituted-1,2,3-triazoles via coupling reaction of diaminomaleonitrile with aro-matic diazonium salts. Tetrahedron 2013,69,11122-11129","journal-title":"Tetrahedron"},{"key":"ref=60","doi-asserted-by":"publisher","first-page":"246","DOI":"10.1002\/hlca.201100270","volume":"95","author":"Shaabani A.","year":"2012","unstructured":"Shaabani A.; Hajishaabanha F.; Mofakham H.; Mahyari M.; Lali B.; Isocyanide-based three-component synthesis of highly substitut-ed 1,6-dihydro-6,6-dimethylpyrazine-2,3-dicarbonitrile, 3,4-dihydrobenzo[g]quinoxalin-2-amine, and 3,4-dihydro-3,3-dimethylquinoxalin-2-amine derivatives. Helv Chim Acta 2012,95,246-254","journal-title":"Helv Chim Acta"},{"key":"ref=61","doi-asserted-by":"publisher","first-page":"6309","DOI":"10.1021\/jo0707131","volume":"72","author":"Shaabani A.","year":"2007","unstructured":"Shaabani A.; Maleki A.; Moghimi-Rad J.; A novel isocyanide-based three-component reaction: synthesis of highly substituted 1,6-dihydropyrazine-2,3-dicarbonitrile derivatives. J Org Chem 2007,72(16),6309-6311","journal-title":"J Org Chem"},{"key":"ref=62","doi-asserted-by":"publisher","first-page":"3163","DOI":"10.1080\/00397911.2013.769602","volume":"43","author":"Bhosale S.M.","year":"2013","unstructured":"Bhosale S.M.; Naik N.H.; Kusurkar R.S.; AlCl3 as an efficient catalyst toward the synthesis of 1,6-dihydropyrazine-2,3-dicarbonitrile derivatives. Synth Commun 2013,43,3163-3169","journal-title":"Synth Commun"},{"key":"ref=63","doi-asserted-by":"publisher","first-page":"251","DOI":"10.1007\/s11030-013-9427-0","volume":"17","author":"Ghorbani-Vaghei R.","year":"2013","unstructured":"Ghorbani-Vaghei R.; Amiri M.; Karimi-Nami R.; Toghraei-Semiromi Z.; Ghavidel M.N.; N, N\u2032 N\u2032-Tetrabromobenzene-1,3-disulfonamide and poly (N-bromo-N-ethylbenzene-1,3-disulfonamide) as new and efficient catalysts for the synthesis of highly substi-tuted 1,6-dihydropyrazine-2,3-dicarbonitrile derivatives. Mol Divers 2013,17(2),251-259","journal-title":"Mol Divers"},{"key":"ref=64","first-page":"105","volume":"64","author":"Jasouri S.","year":"2011","unstructured":"Jasouri S.; Khalafy J.; Badali M.; Prager R.H.; Synthesis of 9H-Indeno[1,2-b] pyrazine and 11H-indeno [1,2-b] quinoxaline deriva-tives in one-step reaction from 2-bromo-4-chloro-1-indanone. S Afr J Chem 2011,64,105-107","journal-title":"S Afr J Chem"},{"key":"ref=65","doi-asserted-by":"publisher","first-page":"347","DOI":"10.1080\/17415993.2017.1307983","volume":"38","author":"Moloudi M.","year":"2017","unstructured":"Moloudi M.; Kabirifard H.; Kabirifard R.; Mahdikhani M.; Reactions of 4-benzoyl-5-phenylamino-2,3-dihydrothiophene-2,3-dione and diaminomaleonitrile in the presence of alcohols as reactant and solvent. J Sulphur Chem 2017,38,347-356","journal-title":"J Sulphur Chem"},{"key":"ref=66","doi-asserted-by":"publisher","first-page":"550","DOI":"10.1002\/jhet.3761","volume":"57","author":"Shahnaei R.","year":"2020","unstructured":"Shahnaei R.; Kabirifard H.; Fathololoomi P.; Synthesis of pyrazine-2,3-dicarbonitriles via the one-pot three-component reaction of 4-benzoyl-5-phenylamino-2,3-dihydrothiophene-2,3-dione, diaminomaleonitrile, and functionalized alcohols in acetonitrile. J Heterocycl Chem 2020,57,550-555","journal-title":"J Heterocycl Chem"},{"key":"ref=67","doi-asserted-by":"publisher","first-page":"875","DOI":"10.1002\/cber.19751080320","volume":"108","author":"Rothkopf H.W.","year":"1975","unstructured":"Rothkopf H.W.; W\u00f6hrle D.; M\u00fcller R.; Ko\u00dfmehl G.; Di- and Tetracyanpyrazine. Chem Ber 1975,108,875-886","journal-title":"Chem Ber"},{"key":"ref=68","doi-asserted-by":"publisher","first-page":"247","DOI":"10.1016\/S0020-1693(00)85340-2","volume":"201","author":"Takahashi K.","year":"1992","unstructured":"Takahashi K.; Aoki Y.; Sugitani T.; Moriyama F.; Tomita Y.; Handa M.; Kasuga K.; Sogabe K.; Preparation and spectral and elec-trochemical properties of the nickel(II), palladium(II) and platinum(II) complexes of 2,3,9,10,16,17,23,24-octapropyltetrapyrazinoporphyrazine. Inorg Chim Acta 1992,201,247-249","journal-title":"Inorg Chim Acta"},{"key":"ref=69","doi-asserted-by":"publisher","first-page":"732","DOI":"10.1002\/ejoc.200901149","volume":"2010","author":"Novakova V.","year":"2010","unstructured":"Novakova V.; Zimcik P.; Miletin M.; Kopecky K.; Musil Z.; Tetra[6,7]quinoxalinoporphyrazines: The effect of an additional benzene ring on photophysical and photochemical properties. Eur J Org Chem 2010,2010,732-739","journal-title":"Eur J Org Chem"},{"key":"ref=70","first-page":"2129","volume":"45","author":"Tsuda T.","year":"1981","unstructured":"Tsuda T.; Fujishima K.; Ueda H.; Synthesis of pyrazinedicarboximides from diaminomaleonitrile. Agric Biol Chem 1981,45,2129-2130","journal-title":"Agric Biol Chem"},{"key":"ref=71","doi-asserted-by":"publisher","first-page":"498","DOI":"10.1002\/1099-1409(200008)4:5<498:AID-JPP277>3.0.CO;2-F","volume":"4","author":"Kleinw\u00e4chter J.","year":"2000","unstructured":"Kleinw\u00e4chter J.; Subramanian L.R.; Hanack M.; Synthesis of silicon tetrapyrazinoporphyrazines. J Porphyr Phthalocyanines 2000,4,498-504","journal-title":"J Porphyr Phthalocyanines"},{"key":"ref=72","doi-asserted-by":"publisher","first-page":"13","DOI":"10.1080\/00268949108029683","volume":"196","author":"Ohta K.","year":"1991","unstructured":"Ohta K.; Watanabe T.; Hasebe H.; Morizumi Y.; Fujimoto T.; Yamamoto I.; Leli\u00e8vre D.; Simon J.; Discotic liquid crystals of transi-tion metal complexes 9: synthesis and properties of discotic liquid crystals of tetrapyrazinoporphyrazine derivatives. Mol Cryst Liq Cryst (Phila Pa) 1991,196,13-26","journal-title":"Mol Cryst Liq Cryst (Phila Pa)"},{"key":"ref=73","doi-asserted-by":"publisher","first-page":"255","DOI":"10.1016\/S0143-7208(96)00086-1","volume":"34","author":"Jaung J.","year":"1997","unstructured":"Jaung J.; Matsuoka M.; Fukunishi K.; Syntheses and characterization of new styryl fluorescent dyes from DAMN. Part II. Dyes Pigm 1997,34,255-266","journal-title":"Dyes Pigm"},{"key":"ref=74","doi-asserted-by":"publisher","first-page":"1136","DOI":"10.1002\/ejoc.200300566","volume":"2004","author":"Mitzel F.","year":"2004","unstructured":"Mitzel F.; FitzGerald S.; Beeby A.; Faust R.; The synthesis of arylalkyne-substituted tetrapyrazinoporphyrazines and an evaluation of their potential as photosensitisers for photodynamic therapy. Eur J Org Chem 2004,2004,1136-1142","journal-title":"Eur J Org Chem"},{"key":"ref=75","doi-asserted-by":"publisher","first-page":"73","DOI":"10.1016\/S0143-7208(98)00031-X","volume":"40","author":"Jaung J.Y.","year":"1999","unstructured":"Jaung J.Y.; Matsuoka M.; Fukunishi K.; Dicyanopyrazine studies. Part VI: Absorption spectra and aggregation behaviour of tetrapyra-zinoporphyrazines with long alkyl groups. Dyes Pigm 1999,40,73-81","journal-title":"Dyes Pigm"},{"key":"ref=76","doi-asserted-by":"publisher","first-page":"276","DOI":"10.1016\/j.dyepig.2009.01.011","volume":"82","author":"M\u00f8rkved E.H.","year":"2009","unstructured":"M\u00f8rkved E.H.; Andreassen T.; Novakova V.; Zimcik P.; Zinc azaphthalocyanines with thiophen-2-yl, 5-methylthiophen-2-yl and pyr-idin-3-yl peripheral substituents: Additive substituent contributions to singlet oxygen production. Dyes Pigm 2009,82,276-285","journal-title":"Dyes Pigm"},{"key":"ref=77","doi-asserted-by":"publisher","first-page":"2313","DOI":"10.1039\/a905538j","volume":"9","author":"Ohta K.","year":"1999","unstructured":"Ohta K.; Azumane S.; Kawahara W.; Kobayashi N.; Yamamoto I.; Discotic liquid crystals of transition metal complexes. Part 26: Su-pramolecular structures of long-chain-substituted octaphenyltetrapyrazinoporphyrazine derivatives. J Mater Chem 1999,9,2313-2320","journal-title":"J Mater Chem"},{"key":"ref=78","doi-asserted-by":"publisher","first-page":"799","DOI":"10.1246\/bcsj.79.799","volume":"79","author":"Horiguchi E.","year":"2006","unstructured":"Horiguchi E.; Matsumoto S.; Funabiki K.; Matsui M.; Substituent effect of 2,3-Dicyanopyrazine dyes on solid-state fluorescence. Bull Chem Soc Jpn 2006,79,799-805","journal-title":"Bull Chem Soc Jpn"},{"key":"ref=79","doi-asserted-by":"publisher","first-page":"1216","DOI":"10.1002\/hlca.200900358","volume":"93","author":"Murthy S.N.","year":"2010","unstructured":"Murthy S.N.; Madhav B.; Nageswar Y.V.D.; Revisiting the Hinsberg reaction: Facile and expeditious synthesis of 3-substituted quinoxalin-2(1h)-ones under catalyst-free conditions in water. Helv Chim Acta 2010,93,1216-1220","journal-title":"Helv Chim Acta"},{"key":"ref=80","doi-asserted-by":"publisher","first-page":"4824","DOI":"10.1016\/j.tetlet.2012.06.102","volume":"53","author":"Ali H.","year":"2012","unstructured":"Ali H.; van Lier J.E.; An easy route for the synthesis of pyrazine-2,3-dicarbonitrile 5,6-bis-substituted derivatives using a palladium catalyst. Tetrahedron Lett 2012,53,4824-4827","journal-title":"Tetrahedron Lett"},{"key":"ref=81","doi-asserted-by":"publisher","first-page":"159","DOI":"10.1016\/j.dyepig.2004.06.022","volume":"65","author":"Lee B.H.","year":"2005","unstructured":"Lee B.H.; Jaung J.Y.; Jang S.C.; Yi S.C.; Synthesis and optical properties of push\u2013pull type tetrapyrazinoporphyrazines. Dyes Pigm 2005,65,159-167","journal-title":"Dyes Pigm"},{"key":"ref=82","doi-asserted-by":"publisher","first-page":"4141","DOI":"10.1021\/ol0355635","volume":"5","author":"Sessler J.L.","year":"2003","unstructured":"Sessler J.L.; Pantos G.D.; Katayev E.; Lynch V.M.; Pyrazine analogues of dipyrrolylquinoxalines. Org Lett 2003,5(22),4141-4144","journal-title":"Org Lett"},{"key":"ref=83","doi-asserted-by":"publisher","first-page":"1419","DOI":"10.1002\/jhet.5570230533","volume":"23","author":"Suzuki T.","year":"1986","unstructured":"Suzuki T.; Nagae Y.; Mitsuhashi K.; Synthesis of pyrido[1\u20322\u20321,2]imidazo[4,5-b]pyrazines from 2,3-dichloro-5,6-dicyanopyrazine with 2-aminopyridines. J Heterocycl Chem 1986,23,1419-1421","journal-title":"J Heterocycl Chem"},{"key":"ref=84","doi-asserted-by":"publisher","first-page":"6809","DOI":"10.1016\/j.tetlet.2011.10.046","volume":"52","author":"Kumar A.","year":"2011","unstructured":"Kumar A.; Kumar V.; Upadhyay K.K.; A ninhydrin based colorimetric molecular switch for Hg2+ and CH3COO\u2212\/F. Tetrahedron Lett 2011,52,6809-6813","journal-title":"Tetrahedron Lett"},{"key":"ref=85","doi-asserted-by":"publisher","first-page":"7741","DOI":"10.1021\/jo0495283","volume":"69","author":"Abeywickrama C.","year":"2004","unstructured":"Abeywickrama C.; Baker A.D.; Efficient synthesis of 1,4,5,12-tetraazatriphenylene and derivatives. J Org Chem 2004,69(22),7741-7744","journal-title":"J Org Chem"},{"key":"ref=86","doi-asserted-by":"publisher","first-page":"1449","DOI":"10.3987\/R-1981-09-1449","volume":"16","author":"Kano S.","year":"1981","unstructured":"Kano S.; Yuasa Y.; Reaction of phenacyldimethylsulfonium iodine with o-phenylenediamines. Heterocycles 1981,16,1449-1452","journal-title":"Heterocycles"},{"key":"ref=87","doi-asserted-by":"publisher","first-page":"3357","DOI":"10.1016\/S0040-4039(00)87614-5","volume":"23","author":"McKillop A.","year":"1982","unstructured":"McKillop A.; Henderson A.; Ray P.S.; Avendano C.; Molinero E.G.; Heterocyclic synthesis using ethyl carboethoxyformimidate. Tetrahedron Lett 1982,23,3357-3360","journal-title":"Tetrahedron Lett"},{"key":"ref=88","doi-asserted-by":"publisher","first-page":"99","DOI":"10.1515\/hc-2017-0190","volume":"24","author":"Moloudi M.","year":"2018","unstructured":"Moloudi M.; Kabirifard H.; Piri S.; Naghizadeh E.; Synthesis of 2,3-dicyanopyrazine and ethyl 5-amino-4,6-dicyanobiphenyl-3-carboxylate derivatives from ethyl aroylpyruvates. Heterocycl Commun 2018,24,99-102","journal-title":"Heterocycl Commun"},{"key":"ref=89","doi-asserted-by":"publisher","first-page":"292","DOI":"10.1016\/j.tetlet.2011.11.013","volume":"53","author":"Mamedov V.A.","year":"2012","unstructured":"Mamedov V.A.; Zhukova N.A.; Beschastnova T.N.; Zakirova E.I.; Kadyrova S.F.; Mironova E.V.; Nikonova A.G.; Latypov S.K.; Litvinov I.A.; An efficient metal-free synthesis of 2-(pyrazin-2-yl)benzimidazoles from quinoxalinones and diaminomaleonitrile via a novel rearrangement. Tetrahedron Lett 2012,53,292-296","journal-title":"Tetrahedron Lett"},{"key":"ref=90","doi-asserted-by":"publisher","first-page":"3351","DOI":"10.1016\/j.tet.2012.02.051","volume":"68","author":"Tisseh Z.N.","year":"2012","unstructured":"Tisseh Z.N.; Dabiri M.; Nobahar M.; Soorki A.A.; Bazgir A.; Catalyst-free synthesis of N-rich heterocycles via multi-component reac-tions. Tetrahedron 2012,68,3351-3356","journal-title":"Tetrahedron"},{"key":"ref=91","first-page":"383","volume":"8","author":"Safaei-Ghomi J.","year":"2018","unstructured":"Safaei-Ghomi J.; Paymard-Samani S.; Shahbazi-Alavi H.; Ultrasonic accelerated efficient synthesis of (1H-tetrazole-5-yl) pyrazines catalyzed by MgFe2O4 nanoparticles as a reusable heterogeneous catalyst. J Nanostruct 2018,8,383-390","journal-title":"J Nanostruct"},{"key":"ref=92","doi-asserted-by":"publisher","first-page":"4451","DOI":"10.1021\/ic3026914","volume":"52","author":"Seikel E.","year":"2013","unstructured":"Seikel E.; Oelkers B.; Burghaus O.; Sundermeyer J.; Soluble molybdenum(V) imido phthalocyanines and pyrazinoporphyrazines: crystal structure, UV-vis and electron paramagnetic resonance spectroscopic studies. Inorg Chem 2013,52(8),4451-4457","journal-title":"Inorg Chem"},{"key":"ref=93","doi-asserted-by":"publisher","first-page":"508","DOI":"10.1139\/v96-055","volume":"74","author":"Kudrevich S.V.","year":"1996","unstructured":"Kudrevich S.V.; Galpern M.G.; Luk\u2019yanets E.A.; van Lier J.E.; Substituted tetra-2,3-pyrazinoporphyrazines. Part I. Angular annela-tion of tetra-2,3-quinoxalinoporphyrazine. Can J Chem 1996,74,508-515","journal-title":"Can J Chem"},{"key":"ref=94","doi-asserted-by":"publisher","first-page":"14011","DOI":"10.1021\/acs.joc.1c00253","volume":"86","author":"Pickhardt W.","year":"2021","unstructured":"Pickhardt W.; Wohlgemuth M.; Gr\u00e4tz S.; Borchardt L.; Mechanochemically assisted synthesis of hexaazatriphenylenehexacarbonitrile. J Org Chem 2021,86(20),14011-14015","journal-title":"J Org Chem"},{"key":"ref=95","doi-asserted-by":"publisher","first-page":"1623","DOI":"10.3390\/12081623","volume":"12","author":"M\u00f8rkved E.H.","year":"2007","unstructured":"M\u00f8rkved E.H.; Beukes J.A.; Mo F.; o-Quinonoid heterocycles: synthesis and crystal structure of 2,3-dicyano-5,7-bismethylthieno[3,4-b]pyrazine. Molecules 2007,12(8),1623-1631","journal-title":"Molecules"},{"key":"ref=96","doi-asserted-by":"publisher","first-page":"402","DOI":"10.1080\/10406638.2016.1221836","volume":"38","author":"Maleki A.","year":"2018","unstructured":"Maleki A.; An efficient magnetic heterogeneous nanocatalyst for the synthesis of pyrazinoporphyrazine macrocycles. Polycycl Aromat Compd 2018,38,402-409","journal-title":"Polycycl Aromat Compd"},{"key":"ref=97","doi-asserted-by":"publisher","DOI":"10.1155\/2014\/958951","author":"Maleki A.","year":"2014","unstructured":"Maleki A.; Rezayan A.H.; One-pot synthesis of metallopyrazinoporphyrazines using 2,3-diaminomaleonitrile and 1,2-dicarbonyl com-pounds accelerated by microwave irradiation. Org Chem Int 2014","journal-title":"Org Chem Int"},{"key":"ref=98","doi-asserted-by":"publisher","DOI":"10.1088\/1755-1315\/680\/1\/012066","volume":"680","author":"Wang D.","year":"2021","unstructured":"Wang D.; Li H.; Jiang X.; Zhao C.; A new method for the synthesis of cobalt complex of tetra-2,3-(5-tert-butyl-pyrazino) porphyra-zine. IOP Conf Ser Earth Environ Sci 2021,680","journal-title":"IOP Conf Ser Earth Environ Sci"},{"key":"ref=99","doi-asserted-by":"publisher","first-page":"749","DOI":"10.1055\/s-1998-2067","author":"Drews A.","year":"1998","unstructured":"Drews A.; Sch\u00f6nemeier T.; Seggewies S.; Breitmaier E.; New porphyrinoid triaza[22]annulenes from 1,9-bis(5-formylpyrrol-2-yl)dipyrrins, diaminomaleonitrile and o-phenylenediamine. Synthesis 1998,749-752","journal-title":"Synthesis"},{"key":"ref=100","doi-asserted-by":"publisher","first-page":"485","DOI":"10.1039\/b009804n","author":"Al-Azmi A.","year":"2001","unstructured":"Al-Azmi A.; Booth B.L.; Pritchard R.G.; Proen\u00e7a F.J.R.P.; Synthesis of novel 5-amino-6-ethoxy-2-alkylpyrimidine-4-carbonitriles. J Chem Soc, Perkin Trans 1 2001,485-486","journal-title":"J Chem Soc, Perkin Trans 1"},{"key":"ref=101","doi-asserted-by":"publisher","first-page":"208","DOI":"10.1016\/j.molstruc.2016.01.032","volume":"1110","author":"Wieczorek E.","year":"2016","unstructured":"Wieczorek E.; Gierszewski M.; Popenda L.; Tykarska E.; Gdaniec M.; Jurga S.; Sikorski M.; Mielcarek J.; Piskorz J.; Goslinski T.; Synthesis, characterization and photophysical properties of novel 5,7-disubstituted-1,4-diazepine-2,3-dicarbonitriles. J Mol Struct 2016,1110,208-214","journal-title":"J Mol Struct"},{"key":"ref=102","doi-asserted-by":"publisher","first-page":"2341","DOI":"10.1021\/jo00930a004","volume":"39","author":"Begland R.W.","year":"1974","unstructured":"Begland R.W.; Hartter D.R.; Jones F.N.; Sam D.J.; Sheppard W.A.; Webster O.W.; Weigert F.J.; Hydrogen cyanide chemistry. VIII. New chemistry of diaminomaleonitrile. Heterocyclic synthesis. J Org Chem 1974,39,2341-2350","journal-title":"J Org Chem"},{"key":"ref=103","doi-asserted-by":"publisher","first-page":"3925","DOI":"10.1021\/jo8002612","volume":"73","author":"Shaabani A.","year":"2008","unstructured":"Shaabani A.; Maleki A.; Mofakham H.; Moghimi-Rad J.; A novel one-pot pseudo-five-component synthesis of 4,5,6,7-tetrahydro-1H-1,4-diazepine-5-carboxamide derivatives. J Org Chem 2008,73(10),3925-3927","journal-title":"J Org Chem"},{"key":"ref=104","doi-asserted-by":"publisher","first-page":"351","DOI":"10.1007\/s11030-012-9371-4","volume":"16","author":"Mofakham H.","year":"2012","unstructured":"Mofakham H.; Shaabani A.; Mousavifaraz S.; Hajishaabanha F.; Shaabani S.; Ng S.W.; A novel one-pot pseudo-five-component con-densation reaction towards bifunctional diazepine-tetrazole containing compounds: synthesis of 1H-tetrazolyl-1H-1,4-diazepine-2,3-dicarbonitriles and 1H-tetrazolyl-benzo[b][1,4]diazepines. Mol Divers 2012,16(2),351-356","journal-title":"Mol Divers"},{"key":"ref=105","first-page":"153","volume":"2","author":"Yahyazadeh A.","year":"2012","unstructured":"Yahyazadeh A.; Hadesinea S.; Daneshmandi M.; Silica sulfuric acid as an efficient and reusable heterogeneous catalyst for the synthesis of formamidines from the diaminomaleonitrile. Iran J Catal 2012,2,153-156","journal-title":"Iran J Catal"},{"key":"ref=106","doi-asserted-by":"publisher","first-page":"1041","DOI":"10.1002\/jhet.5570370503","volume":"37","author":"Jos\u00e9 Alves M.","year":"2000","unstructured":"Jos\u00e9 Alves M.; Carvalho M.A.; Fernanda M.; Proen\u00e7a J.R.P.; Booth B.L.; Reactivity studies of ethyl(Z)-N-(2-amino-1,2-dicyanovinyl) formimidate with carbonyl compounds in the presence of base. J Heterocycl Chem 2000,37,1041-1048","journal-title":"J Heterocycl Chem"},{"key":"ref=107","doi-asserted-by":"publisher","first-page":"193","DOI":"10.1002\/jhet.5570360129","volume":"36","author":"Alves M.J.","year":"1999","unstructured":"Alves M.J.; Carvalho M.A.; Fernanda M.; Proen\u00e7a J.R.P.; Synthesis and mechanism of formation of novel 2,5-dihydro-2,5-diimino-3,4-di[(N,N-dimethylamino)methylideneamino]pyrroles and 5-amino-3,4-di[(N,N-dimethylamino)methylideneamino]-2H-2-iminopyrroles. J Heterocycl Chem 1999,36,193-199","journal-title":"J Heterocycl Chem"},{"key":"ref=108","doi-asserted-by":"publisher","first-page":"2532","DOI":"10.1039\/b106539b","author":"Al-Azmi A.","year":"2001","unstructured":"Al-Azmi A.; Booth B.L.; Carpenter R.A.; Carvalho A.; Marrelec E.; Pritchard R.G.; Proenca M.F.J.R.P.; Facile synthesis of 6-cyano-9-substituted-9H-purines and their ring expansion to 8-(arylamino)-4-imino-3-methylpyrimidino[5,4-d]pyrimidines. J Chem Soc, Perkin Trans 1 2001,2532-2537","journal-title":"J Chem Soc, Perkin Trans 1"},{"key":"ref=109","doi-asserted-by":"publisher","first-page":"3571","DOI":"10.1039\/P19940003571","author":"Alves M.J.","year":"1994","unstructured":"Alves M.J.; Al-Duaij O.Kh.; Booth B.L.; Carvalho A.; Eastwood P.R.; Proen\u00e7a M.F.J.R.P.; Synthesis of 4-substituted 8-amino-4,5-dihydro-3H-pyrrolo[3,4-f]-1,3,5-triazepin-6-ones and 5-amino-2-aryl-4-(1-aryl-5-alkylideneaminoimidazol-4-yl)1,3-oxazoles. J Chem Soc, Perkin Trans 1 1994,3571-3577","journal-title":"J Chem Soc, Perkin Trans 1"},{"key":"ref=110","doi-asserted-by":"publisher","first-page":"480","DOI":"10.1002\/jhet.2607","volume":"54","author":"Aly A.A.","year":"2017","unstructured":"Aly A.A.; Hassan A.A.; Br\u00e4se S.; Gomaa M.A-M.; Nemr F.M.; Reaction of Amidrazones with Diaminomaleonitrile: Synthesis of 4-Amino-5-Iminopyrazoles. J Heterocycl Chem 2017,54,480-483","journal-title":"J Heterocycl Chem"}],"container-title":["Current Organic Synthesis"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.eurekaselect.com\/article\/download?doi=10.2174\/1570179419666220107155346","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/www.eurekaselect.com\/200106\/article","content-type":"text\/html","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/www.eurekaselect.com\/article\/download?doi=10.2174\/1570179419666220107155346","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2022,9,1]],"date-time":"2022-09-01T16:25:04Z","timestamp":1662049504000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.eurekaselect.com\/200106\/article"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2022,8]]},"references-count":110,"journal-issue":{"issue":"5","published-print":{"date-parts":[[2022,8]]}},"alternative-id":["LiveAll1"],"URL":"https:\/\/doi.org\/10.2174\/1570179419666220107155346","relation":{},"ISSN":["1570-1794"],"issn-type":[{"type":"print","value":"1570-1794"}],"subject":[],"published":{"date-parts":[[2022,8]]},"assertion":[{"value":"Peer Reviewed","order":0,"name":"review_status","label":"Review Status","group":{"name":"peer_review_details","label":"Peer Review Details"}},{"value":"Single blind","order":1,"name":"review_process","label":"Review Process","group":{"name":"peer_review_details","label":"Peer Review Details"}},{"value":"Checked with iThenticate","order":0,"name":"screening_status","label":"Screening Status","group":{"name":"plagiarism_screening","label":"Plagiarism Screening"}},{"value":"2021-08-03","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2021-11-03","order":1,"name":"revised","label":"Revised","group":{"name":"publication_history","label":"Publication History"}},{"value":"2021-11-12","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2022-08-06","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}]}}