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Oxidation of methylbenzimidazoles with ceric ammonium nitrate
Author(s) -
Talaty C. N.,
Zenker N.,
Callery P. S.
Publication year - 1976
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.5570130542
Subject(s) - ceric ammonium nitrate , chemistry , sulfuric acid , ammonium nitrate , benzimidazole , ammonium , nitrate , ammonium acetate , organic chemistry , nitric acid , nuclear chemistry , inorganic chemistry , high performance liquid chromatography , grafting , polymer
A convenient method for the preparation of benzimidazole carboxaldehydes by the oxidation of methylbenzimidazoles with cerie ammonium nitrate is described. A series of methyl, dimethyl, and trimethylbenzimidazoles was treated with ceric ammonium nitrate in sulfuric acid, and the major ethyl acetate soluble products were characterized. In addition to carboxaldehyde products, side reactions yielding benzimidazolediones and nitrobenzimidazoles were also observed.