Synthesis and transformations of 2-R-5-aryl-5,6-dihydro-7H[1,2,4]-triazolo[5,1-b]-[1,3]thiazin-7-ones

被引：9

作者：

Britsun, VN ^{[1
]}

Esipenko, AN ^{[1
]}

Kudryavtsev, AA ^{[1
]}

Lozinskii, MO ^{[1
]}

机构：

[1] Natl Acad Sci Ukraine, Inst Organ Chem, UA-02094 Kiev, Ukraine

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 40卷 / 02期

关键词：

D O I：

10.1023/B:RUJO.0000034947.32339.fb

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new procedure for preparation of 2-R-5-aryl-5,6-dihydro-7H-[1,2,4]triazolo[5,1-b][1,3]thiazin-7-ones by condensation of 5-R-1,2,4-triazole-3-thiones with 3-arylacryloyl chlorides was developed. The thiazine ring of the [ 1,2,4]triazolo-[5,1-b][1,3]thiazin-7-ones is easily cleaved by treating with ammonia and hydrazine affording amides and hydrazides of 3-aryl-3-(1H-1,2,4-triazol-5-yisulfanyl)propanoic acids. The latter react with isothiocyanates furnishing carbamoyl thiohydrazides of 3-aryl-3-(1H-1,2,4-triazol-5-yisulfanyl)propanoic acids that in alkaline media undergo cyclization into 4-aryl-5-[2-(4H-1,2,4-triazol-5-ylsulfanyl)-2-phenylethyl]-2,4-dihydro-3H- 1,2,4-triazole-5-thiones.

引用

页码：232 / 238

页数：7

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