Die photolyse von Anthranilen in saurer Lösung; Vergleich mit der photochemischen und thermischen Zersetzung entsprechender 2‐Azido‐acylbenzole in saurer Lösung. Vorläufige Mitteilung

Abstract

Abstract Anthranils 1a , b , 4 und 5 yield on irradiation in cone. sulfuric acid 2‐amino‐5 hydroxy‐acylbenzenes 2a , b , 6 and 7 which are isolated mainly as their acetates. Small amounts of 2‐amino‐3‐hydroxy‐acylbenzenes 3a and 3b are formed as by‐products ( cf . tables 1 and 2). Simila results were obtained when the corresponding 2‐azido‐acylbenzenes were decomposed thermally i cone. sulfuric acid ( cf. tables 1 and 2). 3,5‐Dimethylanthranil ( 8 ) forms, on irradiation in sulfuric acid and subsequent acetylation, 2‐acetamino‐5‐acetoxy‐6‐methylacetophenone ( 6 ) and 2‐acetamino‐5‐acetoxymethyl‐acetophenone ( 10 ). The same compounds were obtained from the thermaldecomposition of 2‐azido‐5‐methyl‐acetophenone ( 19 ) in sulfuric acid.