HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228637Generated: October 25, 2026
1,2-Dichlorobenzene → N-Phenyl-5-chloro-2-[(6,7-dimethoxy-4-quinolyl)oxy]-benzamide
https://huagongshe.com/reaction/228637
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,2-Dichlorobenzene | HCID 7239 | — |
| Reactant | Benzamide, N-(4-chlorophenyl)-2-hydroxy- | HCID 77253 | — |
| Reactant | 4-Chloro-6,7-dimethoxyquinoline | HCID 459610 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Product | N-Phenyl-5-chloro-2-[(6,7-dimethoxy-4-quinolyl)oxy]-benzamide | HCID 57756427 | 20% |
Reaction Steps
4-Chloro-6,7-dimethoxyquinoline (100 mg), 4′-chloro-salicylanilide (445 mg), and 4-dimethylaminopyridine (220 mg) were suspended in o-dichlorobenzene (1 ml), and the suspension was stirred at 140° C. for 4 hr. The reaction solution was cooled to room temperature, and the solvent was removed by distillation under the reduced pressure. Water was then added to the residue, and the mixture was extracted with chloroform. The chloroform layer was washed with water and was dried over anhydrous sodium sulfate. The solvent was removed therefrom by distillation under the reduced pressure, and the residue was purified by column chromatography using acetone-hexane to give the title compound (38 mg, yield 20%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07560558B2 |
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| Source dataset | uspto-grants-2009_07 |
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| ORD ID | ord-74797ef604f641848eec90d7f66fdfbb |
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| Source note | uspto-grants-2009_07 |
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