Cheng Chun
2004
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Journal
Chinese Journal of Pharmaceuticals
Abstract
Ethyl 6,7-difluoro-4-hydroxy-2-[(methoxymethyl)thio]quinoline- 3-carboxylate, a key intermediate ofprulifloxacin, was synthesized by treatment of 3,4-difluoroaniline with carbon disulfide in the presence of triethylamine andthen reacted with ethyl chloroformate to give 3,4-difluorophenylisothiocyanate, which reacted successively with diethylmalonate in the presence of KOH and chloromethyl methyl ether and then cyclization with an overall yield of 85.7%.