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 |
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Authors: | A. Krauze L. Sile R. Danne G. Duburs |
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Affiliation: | (1) Latvian Institute of Organic Synthesis, Riga, LV-1006, Latvia |
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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. |
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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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