Alkylation of acyl and sulfonyl derivatives of 3,5-diamino-1-phenyl-1,2,4-triazole

被引：0
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作者：
V. M. Chernyshev
V. A. Rakitov
V. V. Blinov
V. A. Taranushich
Z. A. Starikova
机构：
[1] South-Russian State Technical University,A. N. Nesmeyanov Institute of Organoelement Compounds
[2] Russian Academy of Sciences,undefined
来源：
Chemistry of Heterocyclic Compounds | 2009年 / 45卷
关键词：
5-amino-3-(N-acyl-N-alkyl)amino-1-phenyl-1,2,4-triazoles; 5-amino-3-(N-alkyl-N-tosyl)-amino-1-phenyl-1,2,4-triazoles; acylamino-1,2,4-triazoles; 3,5-di(N-acetyl-N-methylamino)-1-phenyl-1,2,4-triazole; sulfonylamino-1,2,4-triazoles; alkylation; regioselectivity; X-ray structural analysis; structure;
D O I：
暂无
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学科分类号：
摘要：
Alkylation of 3-acylamino-, 5-amino-1-phenyl-3-tosylamino-1,2,4-triazoles and 3,5-diacetylamino-1-phenyl-1,2,4-triazole in the presence of an equimolar amount of sodium methylate in DMSO occurs regioselectively at the amide (sulfamide) group nitrogen atom. The benzylation of 3-acetylamino-5-amino-1-phenyl-1,2,4-triazole with excess base and benzyl chloride also alkylates the amino group at position 5. Alkylamino-1-R-1,2,4-triazoles can be conveniently prepared by alkylation of the corresponding acetylamino-1,2,4-triazoles in the presence of base and subsequent acid hydrolysis of the N-acetyl-N-alkyl derivatives.
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页码：436 / 444
页数：8
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