Journal of Organic Chemistry 2013-05-17

Electrochemical method for the synthesis of disulfides of 2-(benzo[d]thiazol(or oxazol)-2-ylamino)-5-morpholinobenzenethiol.

Roya Esmaili, Davood Nematollahi

Index: J. Org. Chem. 78(10) , 5018-21, (2013)

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Abstract

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.