HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 5-Benzoylamino-N-[3,5-bis(trifluoromethyl)phenyl]-2-hydroxybenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | HCID 10406441 | HCID 10406441 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-Benzoylamino-N-[3,5-bis(trifluoromethyl)phenyl]-2-hydroxybenzamide | HCID 10050278 | 25.8% |
Reaction Steps
Under argon atmosphere, a mixture of 5-amino-N-[3,5-bis(trifluoromethyl)-phenyl]-2-hydroxybenzamide (364 mg, 1 mmol), pyridine (95 mg, 1.2 mmol) and tetrahydrofuran (10 mL) was cooled on ice. Benzoyl chloride (155 mg, 1.1 mmol) was added, and the mixture was stirred for 1 hour. The reaction mixture was poured into water and extracted with ethyl acetate. After the organic layer was washed with water and brine, dried over anhydrous magnesium sulfate, the residue obtained by evaporation under reduced pressure was purified by chromatography on silica gel (n-hexane:ethyl acetate=4:1) to give the title compound (121 mg, 25.7%) 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-9b0ed102d5f44b34ad3a287402fb024f |
| Source note | uspto-grants-2012_09 |