Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzene | HCID 241 | — |
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Phosphorus pentachloride | HCID 24819 | — |
| Reactant | HCID 70457210 | HCID 70457210 | — |
| Product | HCID 70506358 | HCID 70506358 | 75% |
Reaction Steps
To a mixture of phosphorus pentachloride (7.3 g) in benzene (250 ml), 2-(4-chlorobenzoyl)-4-fluoro-isonicotinanilide (12 g) was added, and the mixture was refluxed for 2 hours under stirring. After cooling, the solvent was completely distilled off under vacuum. The resulting residue was gradually added to an ethyl alcohol solution of potassium hydroxide (3.7 g) and allowed to react at room temperature over a period of 2 hours. After completion of the reaction, ethyl alcohol was distilled off under vacuum. The resulting residue was extracted, after addition of water, with ethyl acetate. The ethyl acetate layer was dried over anhydrous sodium sulfate. Thereafter, the ethyl acetate was distilled off under vacuum. Upon recrystallizing the resulting residue with a mixed solvent of ethyl acetate and n-hexane, the titled compound was obtained in an amount of 10.7 g (yield: 75%). m.p. 96°-97° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04590198 |
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| Source dataset | uspto-grants-1986_05 |
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| ORD ID | ord-53c5596b97ba473ca05867e0f2481c04 |
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| Source note | uspto-grants-1986_05 |
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