Uses
2-(Trifluoromethyl)-1H-imidazole-5-carboxylic acid, also known as 2-trifluoromethylimidazole-4-carboxylic acid, is a fluorinated organic heterocyclic compound that can be used as a synthetic intermediate or a pharmaceutical intermediate.
Synthesis
2-Trifluoromethylimidazole-4-carboxylic acid was prepared by decarboxylation of 2-trifluoromethylimidazole-4,5-dicarboxylic acid through heating. The specific reaction procedure is as follows: 2-Trifluoromethylimidazole-4,5-dicarboxylic acid (0.75 g) was heated at 250 °C for 15 minutes; carbon dioxide was evolved. The brown residue (0.54 g) was boiled with charcoal suspended in methanol and filtered. The filtrate was evaporated to leave a residue, a portion (0.17 g) of which was sublimed at 130 °C (30 mmHg); a fraction was collected and, after washing with hot trichloromethane, yielded 2-trifluoromethylimidazole-4-carboxylic acid (0.10 g), m.p. 264–5 °C (decomposes)[1].
References
[1] Owen, M. D., Plevey, R. G., & Tatlow, J. C. (1981). 2-Trifluoromethylimidazole, 2,4,5-tris (trifluoromethyl)imidazole and related compounds.
Journal of Fluorine Chemistry,
17 2, Pages 179-186.
https://doi.org/10.1016/S0022-1139(00)85263-X
