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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1885174Generated: October 31, 2026

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

https://huagongshe.com/reaction/1885174

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Amino-m-cresolHCID 17819—
Reactant3-Butyryl-4-chloro-8-acetylquinolineHCID 10265451—
Solvent1,4-DioxaneHCID 31275—
Product3-Butyryl-4-(4-hydroxy-2-methylphenylamino)-8-acetylquinolineHCID 1009004024.7%

Reaction Steps

A solution of 3-butyryl-4-chloro-8-acetylquinoline (2.0 g) and 4-amino-3-methylphenol (1.23 g, 10 mmol) in 1,4-dioxan (25 ml) was warmed briefly to reflux, then the dioxan evaporated. Chromatography (silica, 4-6% methanol in dichloromethane) and recrystallisation from ethyl acetate gave 3-butyryl-4-(4-hydroxy-2-methylphenylamino)-8-acetylquinoline (0.65 g), m.p. 183°-185°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05143920
Source datasetuspto-grants-1992_09
ORD IDord-020611f96fff4f0b8ad22713ed6e76b1
Source noteuspto-grants-1992_09