HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 67343043, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 1-[(4-methoxyphenyl)methyl]-1H-pyrazole-4-carboxylic acid | HCID 43565362 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67343043 | HCID 67343043 | 96% |
Reaction Steps
According to Scheme 1 Step 3: Oxalyl chloride (227 mmol, 19.5 mL) and three drops of DMF were added to a solution of 1-(4-methoxybenzyl)-1H-pyrazole-4-carboxylic acid (114 mmol, 26.4 g) in DCM (227 mL). The reaction mixture was stirred for 30 minutes at room temperature. After evaporation of the solvent, dry DCM (100 mL) was added to the crude residue. The acyl chloride solution was then added at 0° C. to a solution of ammonia in water (454 mmol, 23.4 g) and the reaction mixture was stirred overnight. After filtration and evaporation to dryness, 1-(4-methoxybenzyl)-1H-pyrazole-4-carboxamide (109 mmol, 25.1 g, 96%) was obtained as a colorless solid. The crude product was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08604033B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-68bc050ceba342ac84e55ce82bc8b64f |
| Source note | uspto-grants-2013_12 |