HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 4-Cyano-3,N-dimethyl-N-(4-trifluoromethyl-phenyl)-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Cyano-3-methyl-N-(4-trifluoromethyl-phenyl)-benzamide | HCID 57555385 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Cyano-3,N-dimethyl-N-(4-trifluoromethyl-phenyl)-benzamide | HCID 57555202 | 94% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
4-Cyano-3-methyl-N-(4-trifluoromethyl-phenyl)-benzamide from Example E118.1 (1.10 g, 3.6 mmol) was dissolved in DMF (10 ml) and cooled down to 0° C. Sodium hydride (60% dispersion in oil, 174 mg, 4.3 mmol) was added and the mixture was stirred for 30 min at room temperature. Methyl iodide (0.27 ml, 4.3 mmol) was added and the mixture was stirred for 20 h. Solvents were removed in vacuo and azeotroped with toluene. The residue was re-dissolved in EtOAc, washed with brine, dried and concentrated in vacuo to yield the title compound (1.08 g, 94%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08202858B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-18c98bcaad27445c96d68d04bb4e4809 |
| Source note | uspto-grants-2012_06 |