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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1885178Generated: October 27, 2026

4-Amino-m-cresol → 3-Isobutyryl-4-(4-hydroxy-2-methylphenylamino)-8-methoxyquinoline

https://huagongshe.com/reaction/1885178

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Amino-m-cresolHCID 17819—
Reactant3-Isobutyryl-4-chloro-8-methoxyquinolineHCID 10084143—
Solvent1,4-DioxaneHCID 31275—
Product3-Isobutyryl-4-(4-hydroxy-2-methylphenylamino)-8-methoxyquinolineHCID 1988027955.4%

Reaction Steps

A solution of 3-isobutyryl-4-chloro-8-methoxyquinoline (1.32 g, 5 mmol) and 4-amino-3-methylphenol (0.62 g, 5 mmol) in dioxan (50 ml) was heated at reflux for 1 hour, then cooled and the solid filtered off. This was taken up in a hot mixture of ethanol and tributylamine, cooled, and the solid filtered off. Recrystallisation from ethanol gave 3-isobutyryl-4-(4-hydroxy-2-methylphenylamino)-8-methoxyquinoline (0.97 g, 55%), m.p. 243°-5°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05143920
Source datasetuspto-grants-1992_09
ORD IDord-fb97076a68e74bfd99976f825edacbdc
Source noteuspto-grants-1992_09