Chen Fan
2011
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Journal
Fine chemicals
Abstract
A concise synthesis route was developed for the key intermediate of hexythiazox-5-(4-chlorophenyl)-4-methylthiazolidin-2-one.The cyclocondensation of carbon disulfide with 1-(4-chlorophenyl)-1-hydroxypropan-2-aminium chloride would proceed in one-step at 130 ℃,producing(4R,5R)-5-(4-chlorophenyl)-4-methylthiazolidine-2-thione,with a yield of 82%,and a purity of 99%.Subsequently,the intermediate was oxidized by hydrogen peroxide oxidation,producing(4S,5S)-5-(4-chlorophenyl)-4-methylthiazolidin-2-one,with a yield of 84% and a purity of 95%.The process represents a simple and facile method to obtain the target product,(4S,5S)-5-(4-chlorophenyl)-4-methylthiazolidin-2-one,in which the reaction time is shortened and the waste discharge is reduced,which conforms to the requirement of an environmentally friendly chemical industry.