Novel reactions and mechanism of -HN-N= azole derivatives with DMSO

Abstract

The reaction mechanism of –NH-N= azole derivatives and sulfur ketones derivatives is reported. The reaction mechanism is suitable for the synthesis of azole compounds containing thio-functional group. The free-mediated reaction mechanism of –NH-N= azole and DMSO does not agree with Pummerer rearrangement reaction. Some new ethyl 5-(arylamino)-2-[(methylthio)methyl]-2H-1,2,3-triazole-4-carboxylate 6a-j have been synthesized by 5-amino-1-aryl-1,2,3-triazol-4-caroxylic acid ethyl ester 4a-j and DMSO. The new compounds have been characterized by 1H NMR, MS, IR,HRMS and single-crystal X-ray diffraction.