- Vilsmeier-Haak formylation of 3,5-dimethylpyrazoles
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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.
- Attaryan,Antanosyan,Panosyan,Asratyan,Matsoyan
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p. 1817 - 1819
(2008/02/08)
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- Synthesis of 1-ethylpyrazole-4-carbaldehydes, 1,1′-methylenebis(3,5- dimethylpyrazole-4-carbaldehyde), and Schiff bases derived therefrom
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New pyrazole-containing aldehydes, 1-ethylpyrazole-4-carbaldehyde, 1-ethyl-3,5-dimethylpyrazole-4-carbaldehyde, and 1,1′-methylenebis(3,5- dimethylpyrazole-4-carbaldehyde), were synthesized by the Vilsmeier reaction. Their reactions with primary amines (a
- Potapov,Khlebnikov,Ogorodnikov
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p. 550 - 554
(2007/10/03)
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