Triazines and related products. Part VII. Reductive fission of 1,2,3-benzotriazines with hydrazine and Raney nickel

Abstract

Reduction of 1,2,3-benzotriazin-4(3H)-ones with hydrazine and Raney nickel affords o-aminobenzamides in high yield: the formation of similar products from suitably substituted diaryltriazenes involves initial cyclisation of the triazene followed by reductive fission. 4-Aryl- or 4-arylalkylamino-1,2,3-benzotriazines and the isomeric 3,4-dihydro-4-imino-1,2,3-benzotriazine series yield benzamidine and indazole derivatives as the major products.