Electrochemical Method for the Synthesis of Disulfides of 2‑(Benzo[d]thiazol(or oxazol)-2-ylamino)-5-morpholinobenzenethiol

Electrochemical synthesis of two new disulfides of 2-(benzo­[d]­thiazol­(or oxazol)-2-ylamino)-5-morpholinobenzene thiols was carried out via the electrooxidation of 4-morpholinoaniline in the presence of 2-mercaptobenzothiazole and 2-mercaptobenzoxazole. Our results indicate that electrogenerated p-quinonediimine participated in a Michael-type addition reaction with 2-SH-benzazoles and after intramolecular nucleophilic substitution reaction and electrooxidative disulfide bond formation were converted to the corresponding disulfide compounds.本研究通过4-吗啉代苯胺在2-巯基苯并噻唑（2-mercaptobenzothiazole）与2-巯基苯并恶唑（2-mercaptobenzoxazole）存在下的电氧化反应，电化学合成了两种新型的2-(苯并[d]噻唑(或恶唑)-2-基氨基)-5-吗啉代苯硫醇二硫化物。研究结果表明，电生成的对苯醌二亚胺（p-quinonediimine）可与2-巯基苯并唑类化合物发生迈克尔型加成反应（Michael-type addition reaction），经分子内亲核取代反应（intramolecular nucleophilic substitution reaction）及电氧化二硫键形成过程后，最终转化为相应的二硫化物产物。