1,2,3-Benzotriazinone 1-oxides

Abstract

3-Substituted 1,2,3-benzotriazin-4(3H)-one 1-oxides are formed on peracid oxidation of 3-alkyl- and 3-methoxy-1,2,3-benzotriazin-4(3H)-ones. The 3-(α-alkoxyalkyl) 1-oxide derivatives could be dealkylated to the tautomeric 3-unsubstituted compound. The acidities of the isomeric N-oxides of the 1,2,3-benzotriazinone system are compared. Phenyl iodosodiacetate converts o-nitrobenzaldehyde benzyl- and phenyl-hydrazones into the 2-substituted 4-oxido-1,2,3-benzotriazine 1-oxide betaines (1).