HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → 5-chloro-N-methyl-1-phenylpyrazole-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Ethyl 5-chloro-1-phenyl-1H-pyrazole-4-carboxylate | HCID 13608341 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-chloro-N-methyl-1-phenylpyrazole-4-carboxamide | HCID 176733 | 70% |
Reaction Steps
A solution of 3.5 g of 5-chloro-1-phenyl-1H-pyrazole-4-carboxylic acid, ethyl ester and 20 ml of 40% aqueous methylamine in 20 ml DMF was stirred at room temperature for about 45 hours. Thin layer chromatography showed mostly starting material so an additional 10 ml of 40% aqueous methylamine was added to the reaction mixture which was stirred for an additional 5 days. The reaction mixture was poured into ice water and the precipitated solid was collected by filtration. After drying, the solid was recrystallized from toluene to afford 2.3 g of 5-chloro-1-phenyl-N-methyl-1H-pyrazole-4-carboxamide. Yield 70%. mp=182°-183° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04620865 |
| Source dataset | uspto-grants-1986_11 |
| ORD ID | ord-7a3d7abc47c5477eac7f7587a913bca6 |
| Source note | uspto-grants-1986_11 |