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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228844Generated: October 30, 2026

Water → HCID 178486805, compound

https://huagongshe.com/reaction/228844

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-Chloro-6,7-dimethoxyquinolineHCID 459610—
ReactantHCID 178515333HCID 178515333—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Solvent1,2-DichlorobenzeneHCID 7239—
ProductHCID 178486805HCID 17848680577%

Reaction Conditions

Temperature135 °C

Reaction Steps

2,3-Dihydroxyquinoline (450 mg), 4-chloro-6,7-dimethoxyquinoline (575 mg), and 4-dimethylaminopyridine (472 mg) were suspended in o-dichlorobenzene (12 ml), and the mixture was stirred at 135° C. for 5.5 hr. The reaction solution was cooled to room temperature, water was then added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was then washed with water and saturated brine and was dried over anhydrous magnesium sulfate. The solvent was removed by distillation under the reduced pressure. The residue was purified by column chromatography using acetone-chloroform to give 3-(6,7-dimethoxy-quinolin-4-yloxy)-quinolin-2-ol (344 mg, yield 77%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-6c2b97f63cf84feebce993c1c6697049
Source noteuspto-grants-2009_07