Syntheses of N-[3-(1-methyl-1H-2-imidazolyl)propyl]benzamides and N-[3-(1-methyl-1H-2-imidazolyl)propyl]benzenesulfonamides
✍ Scribed by A. Shafiee; P. Shabani; M. Vosooghi; A. Foroumadi
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2005
- Tongue
- English
- Weight
- 113 KB
- Volume
- 42
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
A series of substituted N‐(4‐substituted‐benzoyl)‐N‐[3‐(1‐methyl‐1__H__‐imidazol‐2‐yl)propyl]amines (13) and N‐arylsulfonyl‐N‐[3‐(1‐methyl‐1__H__‐imidazol‐2‐yl)propyl]amines (14) were prepared from the reaction of 3‐(1‐methyl‐1__H__‐imidazol‐2‐yl)propan‐1‐amine (7) with substituted benzoyl chloride or substituted‐benzene sulfonyl chloride respectively. Compound 7 was prepared by two independent methods.
📜 SIMILAR VOLUMES
## Abstract 1,4‐Dinitro‐2‐methylimidazole reacts under mild conditions with glycine to yield (2‐methyl‐4‐nitro‐1‐imidazolyl)acetic acid. The use of [^15^N]glycine gives a product having a labelled nitrogen in 1 position of 4‐nitroimidazole.
## Abstract The crystal structure of the title compound was determined by an X‐ray analysis. The solution proceeded via the Faltmolekel method and the refinement with 1140 significant structure factors led to R = 0.060 for 262 structural parameters.
## Abstract magnified image Oxidation of metronidazole (**4**) with sodium dichromate yielded the corresponding 2‐(2‐methyl‐5‐nitro‐1__H__‐imidazol‐1‐yl)acetic acid (**5**) which was esterified with 1‐butanol to give butyl 2‐(2‐methyl‐5‐nitro‐1__H__‐imidazol‐1‐yl)acetate (**8**). Reaction of the l