反式-5-(4-氯苯基)-4-甲基-2-氧代噻唑烷酮的合成

Synthesis of the 5-(4-Chlorophenyl)-4-methylthiazolidin-2-one

报道了一种合成噻螨酮关键中间体——反式-5-(4-氯苯基)-4-甲基-2-氧代噻唑烷酮的方法。以赤式-1-对氯苯基-2-氨基丙醇盐酸盐和二硫化碳为原料,在130℃下直接环合得到反式5-(4-氯苯基)-4-甲基-2-氧代噻唑烷酮,收率82%,色谱纯度99%;再经双氧水氧化得到噻螨酮关键中间体,收率84%,色谱纯度95%。该工艺流程经两步合成得到目标产物,简化了操作步骤,缩短了反应时间,避免了酸性废水的排放,符合绿色化工的要求。

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.