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

Doppler Th. | Zendy; Hansen H.J. | Zendy; Schmid H. | Zendy

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

Author(s) -

Doppler Th.,

Hansen H.J.,

Schmid H.

Publication year - 1972

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.19720550531

Subject(s) - chemistry , sulfuric acid , yield (engineering) , acetophenone , medicinal chemistry , organic chemistry , catalysis , materials science , metallurgy

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.

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