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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1885165Generated: November 1, 2026

Phenol, 4-amino-2-fluoro- → 3-Butyryl-4-(3-fluoro-4-hydroxyphenylamino)-8-methoxyquinoline

https://huagongshe.com/reaction/1885165

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenol, 4-amino-2-fluoro-HCID 2735918—
Reactant3-Butyryl-4-chloro-8-methoxyquinolineHCID 11777567—
Solvent1,4-DioxaneHCID 31275—
Product3-Butyryl-4-(3-fluoro-4-hydroxyphenylamino)-8-methoxyquinolineHCID 10405856—

Reaction Steps

2-Fluoro-4-aminophenol (0.8 g, 6 mmol) and 3-butyryl-4-chloro-8-methoxyquinoline (1.5 g, 5.7 mmol) were heated together under reflux in 1,4-dioxan (50 ml) for 1 hour. The solvent was evaporated and the residue was dissolved in dichloromethane, washed with water, sodium hydrogen oarbonate solution and brine then dried and evaporated. The residue was recrystallised from methanol-water to afford 3-butyryl-4-(3-fluoro-4-hydroxyphenylamino)-8-methoxyquinoline, m.p. 266°-268°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05143920
Source datasetuspto-grants-1992_09
ORD IDord-d7eec50ed22d43b9851b826f16c044be
Source noteuspto-grants-1992_09