Oxidative Cleavage of the 1, 2-Linkage of 2, 3-Disubstituted-4 (3H)-quinazolinone with Hydrogen Peroxide

Abstract

In oxidation of 2-methyl-3-o-tolyl-4 (3H)-quinazolinone (I) with hydrogen peroxide, five products in addition to unreacted I were obtained from reaction mixture and identified as N-(o-tolyl)-2-nitrobenzamide (II), 2-methyl-3-o-tolyl-4 (3H)-quinazolinone 1-N-oxide (III), N-acetyl-o-toluidide (IV), (2-carboxyphenyl) (2-methylphenyl) diazene (V), and N-(acetyl) (o-tolyl)-2-nitrobenzimide (VI), respectively, and a reaction mechanism of I to II was proposed.