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Nucleophilic amination and ring transformation in 2-methyl-4-nitro-1-phenylimidazole

✍ Scribed by Jerzy Suwiński; Krzysztof Świerczek; Tadeusz Glowiak

Book ID: 104214794
Publisher: Elsevier Science
Year: 1992
Tongue: French
Weight: 185 KB
Volume: 33
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)74784-8

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✦ Synopsis

2-methyl-4-nitro-l-phenylimidazole undergoes B nucleophilic substitution of hydrogen in reaction with 4-amino-1,2,4-triezole in the presence of MeONa in DMSO yielding 5-amino-2-methyl-4~nitro-I-phenylimidazole, whereas in reaction with hydroxylamine in the presence of KOH in methanol undergoes a transformation to 4ecetylamino-l-oxy-2-phenyl-2H-l,2,3-triazole.

A structure of the latter compound was confumed by X-ray analysis.

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