Vilsmeier-Haak formylation of 3,5-dimethylpyrazoles |
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| Authors: | O S Attaryan S K Antanosyan G A Panosyan G V Asratyan S G Matsoyan |
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| Institution: | (1) Institute of Organic Chemistry, National Academy of Sciences of Armenia, ul. Zakariya Sarkavaga 167a, Yerevan, 375091, Armenia;(2) Molecular Structure Research Center, National Academy of Sciences of Armenia, Yerevan, Armenia |
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| Abstract: | Formylation of N-alkyl-3,5-dimethyl-1H-pyrazoles according to Vilsmeier-Haak led to the formation of the corresponding 4-formyl derivatives. 3,5-Dimethyl-1H-pyrazole having no substituent on the nitrogen atom failed to undergo formylation at the 4 position under analogous conditions. 3,5-Dimethyl-1H-pyrazole-4-carbaldehyde was synthesized by alkaline hydrolysis of methyl β-(4-formyl-3,5-dimethyl-1H-pyrazol-1-yl)propionate and subsequent heating of the acid thus formed. |
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