Derivatives of 4-amino-4H-1,2,4-triazole-3-thiols linked to the pyrrole cycle and some products of their S-alkylation

被引：0

作者：

Bijev A.T. ^{[1
]}

Prodanova P. ^{[1
]}

机构：

[1] University of Chemical Technology and Metallurgy, Department of Organic Synthesis and Fuels

来源：

Chemistry of Heterocyclic Compounds | 2007年 / 43卷 / 3期

关键词：

4H-1,2,4-triazole; Alkylation; Cyclization; Pyrroles;

D O I：

10.1007/s10593-007-0046-5

中图分类号：

学科分类号：

摘要：

This study offers an access to 21 new heterocyclic compounds representing pyrrole derivatives of 4-amino-4H-1,2,4-triazole-3-thiols or 1,3,4-oxadiazole-2-thiols. The principal synthetic approach is based on the cyclization of substituted potassium 2-(pyrrolecarbonyl)hydrazine-1- carbodithionate with hydrazine hydrate to 5-(substituted pyrrolyl)-4-amino-4H-1, 2,4-triazole-3-thiols, followed by S-alkylation with methyl iodide or benzyl chloride. Among the resulted thirteen S-alkyl derivatives, five 1,3,4-oxadiazole derivatives have been isolated as secondary products and their formation is explained as being the result of S-alkylation of intermediate 1,3,4-oxa-diazole-2-thiols, generated in the alkaline medium. © 2007 Springer Science+Business Media, Inc.

引用

页码：306 / 313

页数：7

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