Regioselective solvent-sensitive reactions of 6-(trifluoromethyl)comanic acid and its derivatives with phenylhydrazine |
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Authors: | Boris I Usachev Dmitrii L Obydennov Vyacheslav Ya Sosnovskikh |
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Institution: | a Department of Chemistry, Ural State University, pr. Lenina 51, 620083 Ekaterinburg, Russia b Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 620041 Ekaterinburg, Russia |
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Abstract: | 6-(Trifluoromethyl)comanic acid reacts regioselectively with phenylhydrazine in water to give 5-3,3,3-trifluoro-2-(phenylhydrazono)propyl]-1-phenyl-1H-pyrazole-3-carboxylic acid. Similar reaction in dioxane leads to 3-3,3,3-trifluoro-2-(phenylhydrazono)propyl]-1-phenyl-1H-pyrazole-5-carboxylic acid. A strong solvent influence on the reaction route was also found for 6-(trifluoromethyl)comanic acid derivatives. |
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