1H-Pyrazole-3-carboxamide,1,5-dimethyl-(9CI) synthesis
- Product Name:1H-Pyrazole-3-carboxamide,1,5-dimethyl-(9CI)
- CAS Number:54384-74-6
- Molecular formula:C6H9N3O
- Molecular Weight:139.16
5744-59-2
54384-74-6
General procedure for the synthesis of 1,5-dimethyl-1H-pyrazole-3-carboxamide from 1,5-dimethyl-1H-pyrazole-3-carboxylic acid: 1,5-dimethyl-1H-pyrazole-3-carboxylic acid (10 g, 71.43 mmol) was mixed with sulfinyl chloride (SOCl2, 25.5 g, 214.29 mmol), and the reaction was carried out at reflux for 2 hours. After completion of the reaction, the mixture was concentrated under vacuum. Subsequently, 200 mL of ammonia (NH3-H2O) was slowly added dropwise to the residue at 0 °C and the reaction was carried out under stirring. At the end of the reaction, the solid product was collected by filtration to afford 8 g (81% yield) of 1,5-dimethyl-1H-pyrazole-3-carboxamide as a white solid.
5744-59-2
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54384-74-6
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$21.00/100mg
Yield:54384-74-6 81%
Reaction Conditions:
Stage #1: 1,5-dimethyl-1H-pyrazole-3-carboxylic acidwith dichlorosulfoxide for 2 h;Reflux;
Stage #2: with ammonia in lithium hydroxide monohydrate at 0;
Steps:
III-57.1
A mixture of l-dimethyl-lH-pyrazole-S-carboxylic acid (10 g, 71.43 mmol) and SOCl2 (25.5 g, 214.29 mmol) was refluxed for 2 hr. The mixture was concentrated under vacuum. The residue was added with 200 mL of NH3-H2O dropwise with stirring at 0 °C. The solids were collected by filtration, resulted in 8 g (81%) of l,5-dimethyl-lH-pyrazole-3- carboxamide as a white solid.
References:
WO2009/139834,2009,A1 Location in patent:Page/Page column 128-129