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Photo-elimination of nitrogen from fused-ring triazoles
Authors:J H Boyer  R Selvarajan
Abstract:By irradiation in methanol at 3000Å, aniline and o-anisidine were produced from benzo-triazole and N-methylaniline and N-methyl-o-anisidine were produced from N-methylbenzotriazole. Carbazole was the only product detected from similar treatment of N-phenylbenzotriazole. Linear naphthotriazole was photolytically transformed into β-naphthylamine but a methoxy derivative could not be found. Angular naphthotriazole gave no identifiable photolytic product. u-Triazolo1,5-α]pyridine underwent photolysis in methanol to give α-picoline, α-picolylmethyl ether and α-picolylmethanol in low yield. A similar photolysis in acetic acid afforded α-pyridylmethyl acetate. The mechanisms for the formations of products are discussed.
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