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
收藏
页码：232 / 238
页数：7
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