{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,15]],"date-time":"2025-10-15T17:14:21Z","timestamp":1760548461202,"version":"3.40.5"},"reference-count":10,"publisher":"American Chemical Society (ACS)","issue":"5","content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Org. Lett."],"published-print":{"date-parts":[[2002,3,1]]},"DOI":"10.1021\/ol017305i","type":"journal-article","created":{"date-parts":[[2007,5,30]],"date-time":"2007-05-30T15:29:03Z","timestamp":1180538943000},"page":"811-813","source":"Crossref","is-referenced-by-count":16,"title":["Barbituric Acid Initiated Rearrangement of 2,2\u2018-Pyridil into 5,5\u2018-(2-pyrilidine)bisbarbituric Acid"],"prefix":"10.1021","volume":"4","author":[{"given":"Branko S.","family":"Jursic","sequence":"first","affiliation":[{"name":"Department of Chemistry, University of New Orleans, New Orleans, Louisiana 70148, and Department of Chemistry, Berry College, Mt. Berry, Georgia 30165"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Donna M.","family":"Neumann","sequence":"additional","affiliation":[{"name":"Department of Chemistry, University of New Orleans, New Orleans, Louisiana 70148, and Department of Chemistry, Berry College, Mt. Berry, Georgia 30165"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Kenneth L.","family":"Martin","sequence":"additional","affiliation":[{"name":"Department of Chemistry, University of New Orleans, New Orleans, Louisiana 70148, and Department of Chemistry, Berry College, Mt. Berry, Georgia 30165"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Edwin D.","family":"Stevens","sequence":"additional","affiliation":[{"name":"Department of Chemistry, University of New Orleans, New Orleans, Louisiana 70148, and Department of Chemistry, Berry College, Mt. Berry, Georgia 30165"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"316","published-online":{"date-parts":[[2002,2,5]]},"reference":[{"key":"ol017305ib00001\/ol017305ib00001_1","volume-title":"Medical Pharmacology","author":"There","year":"1968","edition":"4"},{"volume-title":"Barbituric Acid Derivatives with Antimetastatic and Antitumor Activity","year":"1998","author":"Oliva A.","key":"ol017305ib00002\/ol017305ib00002_1"},{"volume-title":"S Uses for Barbituric Acid Analogues","year":"1997","author":"Gulliya K.","key":"ol017305ib00002\/ol017305ib00002_2"},{"key":"ol017305ib00003\/ol017305ib00003_1","unstructured":"For instance, see:\u2009 Veniaminovich, V.Salts of 5,5\u2018-Arylidenebisbarbituric and5,5\u2018-Arylidenebis(2-thiobarbituric) Acid and5,5\u2018-Arylidenebis(2-thiobarbituric) Acid Having an Antibacterial,Anti-Chlamydial, Antiviral and Immuno-Modulating Activity; International Patent WO 99\/25699, 1999."},{"journal-title":"J. Org. Chem. Manuscript submitted.","author":"Jursic B. S.","key":"ol017305ib00005\/ol017305ib00005_1"},{"key":"ol017305ib00006\/ol017305ib00006_1","doi-asserted-by":"crossref","first-page":"655","DOI":"10.1002\/jhet.5570380318","volume":"38","author":"Jursic B. S.","year":"2001","journal-title":"J. Heterocycl. Chem."},{"key":"ol017305ib00007\/ol017305ib00007_1","doi-asserted-by":"crossref","first-page":"362","DOI":"10.3891\/acta.chem.scand.52-0362","volume":"52","author":"Benzoylbenzaldehyde","year":"1998","journal-title":"Acta Chem. Scand."},{"key":"ol017305ib00007\/ol017305ib00007_2","volume":"77","author":"For","year":"1994","journal-title":"J. Chem. Soc., Perkin Trans. 2"},{"key":"ol017305ib00010\/ol017305ib00010_1","volume-title":"T. C.","volume":"2","author":"For","year":"1966"},{"key":"ol017305ib00011\/ol017305ib00011_1","unstructured":"Typical Procedure for Preparation of Pyrilidenes 3.Preparation of 5,5\u2018-(2-pyrilidene)bis(1,3-dimethylbarbituric acid). A methanol (400 mL) solution of 2,2-pyridil (212 mg; 1 mmol) and 1,3-dimethyl barbituric acid (468 mg; 3 mmol) was refluxed for 5 h. The dark reaction mixture was concentrated (\u223c50 mL volume) at atmospheric pressure and left at room temperature in an open beaker overnight. The crystalline product was slurred in cold methanol (\u223c10 mL), separated by filtration, washed with cold methanol (3 \u00d7 10 mL), and dried at 90 \u00b0C for 30 min to afford 350 mg (87%) of pure product. If necessary, further purification of the product can be accomplished by crystallization from acetic acid.1H NMR (DMSO-d6) \u03b4 8.587 (1H, d,J= 5.2 Hz), 8.411 (1H, t,J= 7.1 Hz), 7.885 (1H, d,J= 5.4 Hz), 7.818 (1H, t,J= 7.1 Hz), 6.334 (1H, s), 3.133 ppm (12H, s);13C NMR (DMSO-d6) \u03b4 159.384, 155.976, 147.913, 142.451, 137.564, 122.386, 120.609, 81.156, 32.045, 24.514 ppm. ES 424 (M + Na)+. Anal. Calcd For C18H19N5O6(MW 401.37):\u2009 C, 53.75; H, 4.83; N, 17.33. Found:\u2009 C, 53.86; H, 4.77; N 17.45."}],"container-title":["Organic Letters"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/ol017305i","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2021,9,22]],"date-time":"2021-09-22T23:35:12Z","timestamp":1632353712000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/doi\/10.1021\/ol017305i"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2002,2,5]]},"references-count":10,"journal-issue":{"issue":"5","published-print":{"date-parts":[[2002,3,1]]}},"alternative-id":["10.1021\/ol017305i"],"URL":"https:\/\/doi.org\/10.1021\/ol017305i","relation":{},"ISSN":["1523-7060","1523-7052"],"issn-type":[{"type":"print","value":"1523-7060"},{"type":"electronic","value":"1523-7052"}],"subject":[],"published":{"date-parts":[[2002,2,5]]}}}