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Synthesis of novel 2-(2-methylsulfonyl-1-methyl-1H-imidazol-5-yl)-5-(alkylsulfonyl)-1,3,4-thiadiazoles

✍ Scribed by Azita Javidnia; Tahmineh Akbarzadeh; Loghman Firoozpour; Mehdi Khoobi; Abbas Shafiee; Alireza Foroumadi


Publisher
Journal of Heterocyclic Chemistry
Year
2010
Tongue
English
Weight
86 KB
Volume
48
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

Starting from 5‐hydroxymethyl‐2‐mercapto‐1‐methyl‐1__H__‐imidazole (1), a series of 2‐(1‐methyl‐2‐methylsulfonyl‐1__H__‐imidazol‐5‐yl)‐5‐alkylthio and 5‐alkylsulfonyl‐1,3,4‐thiadiazole derivatives (9a, 9b, 9c, 9d and 10a, 10b, 10c, 10d) were prepared as potential antimicrobial agents. The structure of the obtained compounds was confirmed by NMR, IR, Mass spectroscopy, and elemental analysis. J. Heterocyclic Chem., (2010)


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## 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