α-Thioureidoalkylation of functionally substituted ureas: I. Tandem cyclization and esterification in reactions of N-(carboxyalkyl)ureas with 1,3-dialkyl-4,5-dihydroxy-4,5-diphenylimidazolidine-2-thiones in alcohols

α-Thioureidoalkylation of functionally substituted ureas: I. Tandem cyclization and esterification in reactions of N-(carboxyalkyl)ureas with 1,3-dialkyl-4,5-dihydroxy-4,5-diphenylimidazolidine-2-thiones in alcohols Full article

Journal

Russian Journal of Organic Chemistry
ISSN: 1608-3393 , E-ISSN: 1070-4280

Output data

Year: 2011, Volume: 47, Number: 10, Pages: 1564-1571 Pages count : 8 DOI: 10.1134/s1070428011100204

Authors

Baranov V.V. ¹ , Gazieva G.A. ¹ , Nelyubina Yu.V. ² , Kravchenko A.N. ¹ , Makhova N.N. ¹

Affiliations

1	Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, Leninskii pr. 47, Moscow, 119991, Russia
2	Nesmeyanov Institute of Organometallic Compounds, Russian Academy of Sciences, ul. Vavilova 28, Moscow, 119991, Russia

Acid-catalyzed reactions of N-(carboxyalkyl)ureas with 1,3-dialkyl-4,5-dihydroxy-4,5-diphenylimidazolidine-2-thiones in methanol or propan-2-ol led to the formation of previously unknown ω-(4,6-dialkyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)alkanoic acids and their methyl and isopropyl esters. The structure of some esters was proved by X-ray analysis. Methyl (4,6-diethyl-2-oxo-3a,6adiphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)acetate showed anxiolytic effect.

Baranov V.V. , Gazieva G.A. , Nelyubina Y.V. , Kravchenko A.N. , Makhova N.N.
α-Thioureidoalkylation of functionally substituted ureas: I. Tandem cyclization and esterification in reactions of N-(carboxyalkyl)ureas with 1,3-dialkyl-4,5-dihydroxy-4,5-diphenylimidazolidine-2-thiones in alcohols
Russian Journal of Organic Chemistry. 2011. V.47. N10. P.1564-1571. DOI: 10.1134/s1070428011100204 WOS Scopus OpenAlex

≡ Web of science:	WOS:000297135500020
≡ Scopus:	2-s2.0-84856279240
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