1384471-41-3Relevant academic research and scientific papers
Polyfunctional imidazoles: VI.* synthesis of 2-amino-1-aryl-4-chloro- 1-imidazole-5-carboxylic acids derivatives
Chornous,Grozav,Vovk
experimental part, p. 705 - 710 (2012/09/22)
Aryl-2,4-dichloro-5-formylimidazoles by a successive treatment with hydroxylamine and thionyl chloride were converted into 1-aryl-2,4- dichloroimidazole-5-carbonitriles which by the action of sodium azide and tin(II) chloride were transformed into 2-amino-1-aryl-4-chloroimidazole-5- carbonitriles. The consecutive reactions of 2-azido-1-aryl-4-chloro-5- formylimidazoles with N-bromosuccinimide, methanol, or amides led to the formation of methyl esters and amides of 2-azido-1-aryl-4-chloroimidazole-5- carboxylic acids. The reduction of the latter with tin(II) chloride resulted in the corresponding derivatives of 2-amino-1-aryl-4-chloroimidazole-5-carboxylic acids, and the reduction of 2-azido-1-aryl-4-chloroimidazole-5-carboxylic acids was accompanied with decarboxylation and yielded 2-amino-1-aryl-4- chloroimidazoles.
