6-Trifluoromethyl-2-thiouracil and its analogs in reactions with 4-bromobutyl acetate and 2-bromoacetophenone

被引：0
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作者：
A. E. Ivanova
O. G. Khudina
Ya. V. Burgart
M. G. Pervova
M. A. Ezhikova
M. I. Kodess
M. V. Ulitko
V. I. Saloutin
机构：
[1] Ural Branch of the Russian Academy of Sciences,I. Ya. Postovsky Institute of Organic Synthesis
[2] Ural Federal University named after the first President of Russia B. N. Yeltsin,undefined
来源：
Russian Chemical Bulletin | 2019年 / 68卷
关键词：
6-polyfluoroalkyl-2-thiouracils; alkylation; 4-bromobutyl acetate; 2-bromoacetophenone; isomers; tuberculostatic activity; cytotoxicity;
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摘要：
The alkylation of 6-(polyfluoro)alkyl-2-thiouracils with 4-bromobutyl acetate in refluxing acetonitrile in the presence of K2CO3 proceeds regioselectively to give S, O-disubstituted pyrimidines as the major products and S,N-isomers as the minor ones, whereas the use of 2-bromoacetophenone as an alkylating agent results in the formation of the S,O-isomer. 6-Trifluoromethyl-2-thiouracil and 2-(2-oxo-2-phenylethylthio)-4-(2-oxo-2-phenylethoxy)-6-trifluoromethyl-pyrimidine exhibited marked tuberculostatic activity. 6-Trifluoromethyl-2-thiouracil did not exert a significant cytotoxic effect on the HeLa cell culture and human dermal fibroblasts.
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页码：1190 / 1195
页数：5
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