HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → [2-[[3,5-bis(trifluoromethyl)phenyl]carbamoyl]-4-chloro-phenyl] Acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Imd-0354 | HCID 5081913 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | [2-[[3,5-bis(trifluoromethyl)phenyl]carbamoyl]-4-chloro-phenyl] Acetate | HCID 9979865 | 83% |
Reaction Steps
N-[3,5-Bis(trifluoromethyl)phenyl]-5-chloro-2-hydroxybenzamide (1.51 g, 3 mmol) and pyridine (285 mg, 3.6 mmol) were dissolved in tetrahydrofuran (6 mL). Acetyl chloride (234 mg, 3.3 mmol) was added dropwise under ice cooling, and the mixture was stirred at room temperature for 1 hour. The solvent was evaporated under reduced pressure. 2 N hydrochloric acid was added to the residue, and it was extracted with ethyl acetate. After the ethyl acetate layer was washed with water and brine, dried over anhydrous magnesium sulfate and concentrated, the residue was recrystallized from n-hexane-ethyl acetate to give the title compound (1.06 g, 83.0%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08263657B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-090ec3acfc1a40f5a029ea32984c5ca1 |
| Source note | uspto-grants-2012_09 |