2-噻唑烷酮的合成研究

Research on synthesis of 2-thiazolidinone

2-噻唑烷酮不仅是一个有用的中间体,而且其本身也具有一定的杀菌活性.利用2-噻唑硫酮和氯乙醇间的硫氧交换反应合成了2-噻唑烷酮.产品结构经IR,1HNMR和MS表征.产品的熔点为49℃,与文献值一致.通过正交实验得出最佳合成条件:2-噻唑硫酮与氯乙醇的摩尔比为1∶1.4,2-噻唑硫酮与乙醇钠的摩尔比为1∶1,反应温度为60℃,反应时间为4h.2-噻唑烷酮收率为80%,比文献报道的60%的收率有了较大的提高.选择乙醚重结晶,对用重结晶方法提纯产品的工艺作了初步探讨.

2-Thiazolidinone is not only a useful intermediate, but also has good fungicidal activities toward various plant disease fungus. 2-Thiazolidinone was synthesized by the exchange reaction between the oxygen of chloroethanol and sulphur atom of 2-thiazolidinethione. The structure of the product was identified by IR,()~1H NMR and MS. The melting point of the product was 49 ℃, which was identical with the value in the literature. By experiments utilizing an orthogonal design, optimum synthesis conditions were obtained as follows: molar ratio of 2-thiazolidinethione to chloroethanol was 1∶1.4; molar ratio of 2-thiazolidinethione to sodium ethoxide was 1∶1; reaction temperature 60 ℃; reaction time 4 h. The yield was raised to about 80 % compared with the 60 % in the literature. The recrystallization technology of the product was preliminarily researched with the ethyl ether as solvent.