{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,3]],"date-time":"2026-08-03T15:10:24Z","timestamp":1785769824899,"version":"3.56.0"},"reference-count":50,"publisher":"MDPI AG","issue":"1","license":[{"start":{"date-parts":[[2023,12,29]],"date-time":"2023-12-29T00:00:00Z","timestamp":1703808000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100006769","name":"Russian Science Foundation","doi-asserted-by":"publisher","award":["21-73-20250"],"award-info":[{"award-number":["21-73-20250"]}],"id":[{"id":"10.13039\/501100006769","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Reactions of picolinamides with 1,3-propanesultone in methanol followed by the treatment with ketones led to a series of previously unknown chemical transformations, yielding first pyridinium salts (2a\u2013f), with a protonated endocyclic nitrogen atom, and then heterocyclic salts (3a\u2013j) containing an imidazolidin-4-one ring. The structures of intermediate and final products were determined by IR and 1H, 13C NMR spectroscopy, and X-ray study. The effects of the ketone and alcohol structures on the product yield were studied by quantum-chemical calculations. The stability of salts 3a\u2013j towards hydrolysis and alcoholysis makes them excellent candidates for the search for new types of biologically active compounds.<\/jats:p>","DOI":"10.3390\/molecules29010206","type":"journal-article","created":{"date-parts":[[2023,12,29]],"date-time":"2023-12-29T09:15:11Z","timestamp":1703841311000},"page":"206","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":4,"title":["Reaction of Picolinamides with Ketones Producing a New Type of Heterocyclic Salts with an Imidazolidin-4-One Ring"],"prefix":"10.3390","volume":"29","author":[{"given":"Eugenia P.","family":"Kramarova","sequence":"first","affiliation":[{"name":"Institute of Pharmacy and Medical Chemistry, Pirogov Russian National Research Medical University, Ostrovityanov St., Bl. 1, 117997 Moscow, Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Dmitry N.","family":"Lyakhmun","sequence":"additional","affiliation":[{"name":"Institute of Pharmacy and Medical Chemistry, Pirogov Russian National Research Medical University, Ostrovityanov St., Bl. 1, 117997 Moscow, Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Dmitry V.","family":"Tarasenko","sequence":"additional","affiliation":[{"name":"Institute of Pharmacy and Medical Chemistry, Pirogov Russian National Research Medical University, Ostrovityanov St., Bl. 1, 117997 Moscow, Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sophia S.","family":"Borisevich","sequence":"additional","affiliation":[{"name":"Ufa Institute of Chemistry, Oktyabrya Aven., 71, 450054 Ufa, Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8987-4254","authenticated-orcid":false,"given":"Edward M.","family":"Khamitov","sequence":"additional","affiliation":[{"name":"Ufa Institute of Chemistry, Oktyabrya Aven., 71, 450054 Ufa, Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Alfia R.","family":"Yusupova","sequence":"additional","affiliation":[{"name":"Ufa Institute of Chemistry, Oktyabrya Aven., 71, 450054 Ufa, Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5600-9886","authenticated-orcid":false,"given":"Alexander A.","family":"Korlyukov","sequence":"additional","affiliation":[{"name":"Institute of Pharmacy and Medical Chemistry, Pirogov Russian National Research Medical University, Ostrovityanov St., Bl. 1, 117997 Moscow, Russia"},{"name":"A.N.Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Vavilova St. 28, Bl. 1, 119334 Moscow, Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Alexander R.","family":"Romanenko","sequence":"additional","affiliation":[{"name":"A.N.Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Vavilova St. 28, Bl. 1, 119334 Moscow, Russia"},{"name":"D.I. Mendeleev Russian University of Chemical Technology, Miusskaya Sq., 9, 125047 Moscow, Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Tatiana A.","family":"Shmigol","sequence":"additional","affiliation":[{"name":"Institute of Pharmacy and Medical Chemistry, Pirogov Russian National Research Medical University, Ostrovityanov St., Bl. 1, 117997 Moscow, Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sergey Yu.","family":"Bylikin","sequence":"additional","affiliation":[{"name":"The Open University, Walton Hall, Milton Keynes MK7 6BJ, UK"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yuri I.","family":"Baukov","sequence":"additional","affiliation":[{"name":"Institute of Pharmacy and Medical Chemistry, Pirogov Russian National Research Medical University, Ostrovityanov St., Bl. 1, 117997 Moscow, Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6852-8942","authenticated-orcid":false,"given":"Vadim V.","family":"Negrebetsky","sequence":"additional","affiliation":[{"name":"Institute of Pharmacy and Medical Chemistry, Pirogov Russian National Research Medical University, Ostrovityanov St., Bl. 1, 117997 Moscow, Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2023,12,29]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"961","DOI":"10.1016\/j.chempr.2017.11.001","article-title":"Designer Two-Electron Storage Viologen Anolyte Materials for Neutral Aqueous Organic Redox Flow Batteries","volume":"3","author":"DeBruler","year":"2017","journal-title":"Chem"},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"11354","DOI":"10.1021\/ja304124w","article-title":"3D Continuous Water Nanosheet as a Gyroid Minimal Surface Formed by Bicontinuous Cubic Liquid-Crystalline Zwitterions","volume":"134","author":"Ichikawa","year":"2012","journal-title":"J. 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