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Synthesis, study of the structure, and modification of the products of the reaction of 4-aryl-4-oxobut-2-enoic acids with thiourea
Chemistry of Heterocyclic Compounds ( IF 1.4 ) Pub Date : 2020-10-19 , DOI: 10.1007/s10593-020-02798-y
Nadezhda N. Kolos , Nikolai V. Nazarenko , Svetlana V. Shishkina , Andrey O. Doroshenko , Elena G. Shvets , Maksim A. Kolosov , Fedor G. Yaremenko

A number of previously undescribed derivatives of 2-amino-5-(2-aryl-2-oxoethyl)thiazol-4(5H)-one containing electron-donating substituents in the aromatic ring were synthesized by the reaction of (E)-4-aryl-4-oxobut-2-enoic acids with thiourea. Reduction of the reaction products with NaBH4 yielded diastereomeric alcohols, whereas bromination in AcOH was accompanied by elimination of HBr and the formation of (Z)-2-amino-5-(2-aryl-2-oxoethylidene)thiazol-4(5H)-ones.



中文翻译:

4-芳基-4-氧代丁-2-烯酸与硫脲反应的合成,结构研究和产物改性

通过(E)-的反应,合成了许多先前未描述的2-氨基-5-(2-芳基-2-氧代乙基)噻唑-4(5H)-在芳族环中含有给电子取代基的衍生物。4-芳基-4-氧代丁-2-烯酸与硫脲。用NaBH 4还原反应产物可生成非对映异构醇,而在AcOH中溴化则伴随着HBr的消除和(Z)-2-氨基-5-(2-芳基-2-氧代亚乙基)噻唑-4(5)的形成。H)-一个。

更新日期:2020-10-19
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