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Synthesis and Properties of 7-Acetyl-8-aryl-9-cyano-3-hydroxy-6-methyl-3,4-dihydro-2H,8H-pyrido[2,1-b][1,3]thiazines
Authors:A. Krauze  L. Sile  R. Danne  G. Duburs
Affiliation:(1) Latvian Institute of Organic Synthesis, Riga, LV-1006, Latvia
Abstract:7-Acetyl-8-aryl-2-(1-chloro-2-hydroxy-3-propyl)thio-9-cyano-6-methyl-1,4-dihydropyridines were obtained by treatment of 1,4-dihydropyridine-2(3H)-thiones with epichlorohydrin in the presence of sodium bicarbonate. When treated with NaOMe, these compounds are readily intramolecularly alkylated with formation of 7-acetyl-8-aryl-3-hydroxy-9-cyano-6-methyl-3,4-dihydro-2H,8H-pyrido[2,1-b]-[1,3]thiazines. We have studied amination of 2-(1-chloro-2-hydroxy-3-propyl)thio-1,4-dihydropyridines and acylation of 3-hydroxy-3,4-dihydro-2H,8H-pyrido[2,1-b][1,3]thiazines. __________ Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1394–1399, September, 2005.
Keywords:2-alkylthio-1,4-dihydropyridines  1,4-dihydropyridine-2(3H)-thiones  3,4-dihydro-2H,8H-pyrido[2,1-b][1,3]thiazines  epichlorohydrin  amination  acylation
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