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Synthesis and Some Transformations of 4-Oxo-7-phenyl-3,4,5,6,7,8-hexahydro[1]benzothieno[2,3-d]pyrimidine-7-carbonitrile
Russian Journal of Organic Chemistry ( IF 0.8 ) Pub Date : 2021-12-06 , DOI: 10.1134/s1070428021100110
А. А. Aghekyan 1 , G. G. Mkryan 1 , H. A. Panosyan 1 , A. S. Grigoryan 1 , H. V. Gasparyan 1
Affiliation  

Abstract

The condensation of ethyl 2-amino-6-cyano-6-phenyl-4,5,6,7-tetrahydro-1-benzothiophene-3-car­boxylate with formamide gave 4-oxo-7-phenyl-3,4,5,6,7,8-hexahydro[1]benzothieno[2,3-d]pyrimidine-7-carbo­nitrile which was treated with phosphoryl chloride to obtain the corresponding 4-chloro derivative. Reactions of the latter with secondary amines afforded a series of 4-aminobenzothienopyrimidines, and the reaction with hydrazine hydrate, followed by cyclization with formic acid, furnished 9-phenyl-8,9,10,11-tetrahydro[1]benzothieno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidine-9-carbonitrile.



中文翻译:

4-Oxo-7-phenyl-3,4,5,6,7,8-hexahydro[1]benzothieno[2,3-d]pyrimidine-7-carbonitrile 的合成及一些转化

摘要

2-氨基-6-氰基-6-苯基-4,5,6,7-四氢-1-苯并噻吩-3-羧酸乙酯与甲酰胺缩合得到4-氧代-7-苯基-3,4,5, 6,7,8-六氢[1]苯并噻吩并[2,3 - d ]嘧啶-7-甲腈经磷酰氯处理得到相应的4-氯衍生物。后者与仲胺反应得到一系列 4-氨基苯并噻吩并嘧啶,与水合肼反应,然后与甲酸环化,得到 9-苯基-8,9,10,11-四氢[1]苯并噻吩[3, 2- e ][1,2,4]三唑并[1,5 - c ]嘧啶-9-甲腈。

更新日期:2021-12-06
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