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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1885170Generated: October 31, 2026

4-Amino-m-cresol → 3-Butyryl-4-(4-hydroxy-2-methylphenylamino)-8-fluoroquinoline

https://huagongshe.com/reaction/1885170

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Amino-m-cresolHCID 17819—
Reactant3-Butyryl-4-chloro-8-fluoroquinolineHCID 10444883—
Solvent1,4-DioxaneHCID 31275—
Product3-Butyryl-4-(4-hydroxy-2-methylphenylamino)-8-fluoroquinolineHCID 1004275650.7%

Reaction Steps

3-butyryl-4-chloro-8-fluoroquinoline (1.75 g, 7 mmol), 4-amino-3-methylphenol (1.3 g, 10 mmol) and 1,4-dioxan (50 ml) were heated at reflux for 6.5 hours, then the solvent evaporated and the product converted to free base. Recrystallisation from methanol gave 3-butyryl-4-(4-hydroxy-2-methylphenylamino)-8-fluoroquinoline (1.2 g), m.p. 205°-207°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05143920
Source datasetuspto-grants-1992_09
ORD IDord-77dbfa8c23374342b85308553ee35733
Source noteuspto-grants-1992_09