Nitroimidazoles: Part XII - Reaction of 1-Methyl-5-nitroimidazoles with Acid Chlorides
The aroylation of 1-methyl-5-nitroimidazole with aroyl chlorides in the presence of triethylamine leads to 2-aroyl-1-methyl-5-nitroimidazole(I).Beckmann rearrangement of the corresponding oximes (II) yield the anilides (III) as normal Beckmann products.Aroylation of I with p-nitrobenzoyl chloride yields besides the normal derivative (IVa), a minor product (IVB) formed by the attack of a second molecule of the nitroimidazole on the carbonyl carbon.Methyloxalyl chloride similarly yields two products, the major one being the 2-carbomethoxy derivative (VIA).
Nair, M. D.,Sudarsanam, V.,Desai, J. A.
p. 1027 - 1029
(2007/10/02)
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