4-Alkyl- and 4-aryl-1,2,3-benzotriazines

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Abstract
Oxidation of the hydrazones of o-aminophenyl alkyl and aryl ketones provides a simple route to the previously virtually unknown 4-alkyl- and 4-aryl-1,2,3-benzotriazines; 1-(o-azidophenyl)diazoethane on thermolysis also gives the 4-methyltriazine in high yield; on pyrolysis in the vapour phase, the triazines fragment to give benzyne and hence biphenylene (40%).