Journal
RUSSIAN JOURNAL OF ELECTROCHEMISTRY
Volume 46, Issue 2, Pages 123-129Publisher
PLEIADES PUBLISHING INC
DOI: 10.1134/S1023193510020011
Keywords
divided cell; galvanostatic electrolysis; electrobromination; pyrazole; 3,5-dimethylpyrazole, 1,5-dimethylpyrazole, 3-nitropyrazole; pyrazole-3(5)-carboxylic acid; 1-methylpyrazole-3-carboxylic acid; 1-methylpyrazole-5-carboxylic acid; 1-ethylpyrazole-5-carboxylic acid; 1-methylpyrazole-3,5-dicarboxylic acid and 4-bromoderivatives there of compounds
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Funding
- RF [5022.2006.3]
- Presidium of the Russian Academy of Sciences [08]
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Electrosynthesis of 4-bromosubstituted pyrazole and its derivatives was carried out by bromination of initial pyrazoles on Pt anode in NaBr aqueous solutions under the conditions of diaphragm galvanostatic electrolysis. A donor substituent (Me or Et) in pyrazole ring was shown to promote to the bromination pro-cess, while an acceptor substituent (NO2 or COOH) does not produce a significant effect to this process. Thus, the yield of 4-bromosubstituted derivatives from bromination of 3,5-dimethylpyrazole, 1,5-dimethylpyrazole, 3-nitropyrazole, pyrazole-3(5)-carboxylic acid, 1-methylpyrazole-3-carboxylic acid, 1-methylpyrazole-5-carboxylic acid, 1-ethylpyrazole-5-carboxylic acid, and 1-methylpyrazole-3,5-dicarboxylic acid amounted 70, 94, 88, 89, 84, 78, 89, and 84%, respectively.
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