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Thermal ring transformation of 5‐aryl‐2‐carbazoyl‐1,2,3,4‐tetrazole derivatives
Author(s) -
Milcent René,
Barbier Géo
Publication year - 1987
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570240459
Subject(s) - chemistry , benzonitrile , aryl , tetrazole , ring (chemistry) , molecule , chemical transformation , transformation (genetics) , medicinal chemistry , organic chemistry , biochemistry , alkyl , gene
Unstable 5‐aryl‐2‐(3‐benzylidene‐2‐phenylcarbazoyl)‐1,2,3,4‐tetrazoles 8 have been prepared. By thermal ring transformation, they gave 5‐aryl‐2‐(2‐benzylidene‐1‐phenylhydrazino)‐1,3,4‐oxadiazoles 9. , Hydrazinolysis of 9 afforded 5‐aryl‐2‐(1‐phenylhydrazino)‐1,3,4‐oxadiazoles 10. Elimination of a molecule of benzonitrile from 9 on heating converted them into 2‐anilino‐5‐aryl‐1,3,4‐oxadiazoles 11.