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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

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichlorobenzeneHCID 7239—
ReactantBenzamide, N-(4-chlorophenyl)-2-hydroxy-HCID 77253—
Reactant4-Chloro-6,7-dimethoxyquinolineHCID 459610—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
ProductN-Phenyl-5-chloro-2-[(6,7-dimethoxy-4-quinolyl)oxy]-benzamideHCID 5775642720%

Reaction Conditions

Temperature140 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-74797ef604f641848eec90d7f66fdfbb
Source noteuspto-grants-2009_07