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ChemInform Abstract: Transformations of the Imidazole Ring in 1-Alkyl- and 1-Aryl-4- nitroimidazoles Following the Attack of Hydroxylamine or 4-Amino-1,2,4- triazole.

✍ Scribed by J. SUWINSKI; K. SWIERCZEK

Publisher: John Wiley and Sons
Year: 2010
Weight: 30 KB
Volume: 28
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199713101

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✦ Synopsis

Transformations of the Imidazole Ring in 1-Alkyl-and 1-Aryl-4nitroimidazoles Following the Attack of Hydroxylamine or 4-Amino-1,2,4-triazole.

-Novel imidazole-oxadiazole ring interconversions accompanying the nucleophilic amination of 2-methyl-4-nitroimidazoles (I) by 4aminotriazole (II) or hydroxylamine are described. Imidazole-oxadiazole transformations fail to appear by reacting 4-nitroimidazoles lacking the 2-methyl substituent (cf. (VI)). Mechanistic suggestions are discussed. -(SUWINSKI,

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