Open Access Open Access  Restricted Access Subscription Access

SYNTHESIS, STUDY OF THE STRUCTURE, AND MODIFICATION OF THE PRODUCTS OF THE REACTION OF 4-ARYL-4-OXOBUT-2-ENOIC ACIDS WITH THIOUREA

Hадежда H. Kолос, Николай В. Назаренко, Светлана В. Шишкина, Андрей О. Дорошенко, Елена Г. Швец, Максим А. Колосов, Федор Г. Яременко
Cover Image

Abstract


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.

Authors: Nadezhda N. Kolos*, Nikolai V. Nazarenko, Svetlana V. Shishkina, Andrey O. Doroshenko, Elena G. Shvets, Maksim A. Kolosov, Fedor G. Yaremenko


Keywords


2-amino-5-(2-aryl-2-oxoethyl)thiazol-4(5H)-ones; 4-aryl-4-oxobut-2-enoic acids; thiourea; cyclocondensation; oxidative bromination; reduction

Full Text: PDF (Russian) Supplementary File(s): None


 

 

Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv