2- Aminophenyl ketone hydrazones, oxidation

Oxidation of 2-azidophenyl ketone hydrazones (455) affords the 2-azidophenyldiazoalkanes (456) which can be cyclized thermally to 1,2,3-benzotriazines (457) (75JCS(Pl)3l). Similarly, 2-aminophenyl ketone hydrazones (458) give 1,2,3-benzotriazines (457) on oxidation with lead tetraacetate (75JCS(Pl)3l). 

Benzotriazines. Oxidation of hydrazones of o-aminophenyl alkyl or aryl ketones provides a simple route to 4-alkyl- or 4-ary 1-1,2,3-bcnzotriazincs. Thus oxidation of (1) gives two products. (2) and (3). ... 

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