N,N,1,3-tetramethyl-4-nitropyrazole-5-carboxamide → 4-amino-N,N,1,3-tetramethylpyrazole-5-carboxamide

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Reaction Steps

19.0 g of N,N,1,3-tetramethyl-4-nitropyrazole-5-carboxamide in 400 ml of methanol are hydrogenated in the presence of 2.0 g of 10% strength palladium-on-charcoal in an autoclave at a hydrogen pressure of from 80 to 110 bars (8,000 to 11,000 kPa) for 8 hours at room temperature. The mixture is filtered, and the solvent is removed by distillation in vacuo to yield 16.1 g of crystalline 4-amino-N,N,1,3-tetramethylpyrazole-5-carboxamide, mp 116° to 118° C. (from ethyl acetate).

Provenance & Evidence