苯并[d]噻唑啉-2-酮-6-甲酸的合成研究

A Study of the Synthesis of Benzo[d] Thiazolone-6-carboxylic Acid

目的设计一条简便、高效的合成路线用于苯并[d]噻唑啉-2-酮-6-甲酸的合成。方法对氨基苯甲腈经硫氰化、关环、水解制得4-氨基-3-巯基-苯甲酸,再与氯甲酸乙酯环合反应得到苯并[d]噻唑啉-2-酮-6-甲酸。结果目标化合物经1H-NMR和MS确证,新设计路线的总收率约62.2%。结论本研究采用价廉易得的对氨基苯甲腈为起始原料,工艺简单,条件温和,收率较高。

Objective To design a simple and efficient synthetic method for benzo[d]thiazolone-6-carboxylic acid.Methods Benzo[d]thiazolone-6-carboxylic acid was prepared form 4-aminobenzonitrile through thiocyanation and hydrolysis to yield 4-amino-3-mercaptobenzoic acid,which was subjected to cyclization with an ethyl chlorocarbonate.Results The structure of benzo[d]thiazolone-6-carboxylic acid was identified by 1H-NMR and MS.The overall yield of the new method was 62.2%.Conclusion An efficient and high yielding process for the preparation of benzo[d]thiazolone-6-carboxylic acid has been developed using 4-aminobenzonitrile as the starting material.