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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1382351Generated: October 26, 2026

2-Methoxy-5-Methylaniline → 3-Butyryl-4-(2-methoxy-5-methylphenylamino)-8-methylquinoline

https://huagongshe.com/reaction/1382351

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methoxy-5-MethylanilineHCID 8445—
Reactant3-Butyryl-4-chloro-8-methylquinolineHCID 10037627—
Solvent1,4-DioxaneHCID 31275—
Product3-Butyryl-4-(2-methoxy-5-methylphenylamino)-8-methylquinolineHCID 1006635053.1%

Reaction Steps

3-Butyryl-4-chloro-8-methylquinoline (1.77 g, 7.14 mmol) and 2-methoxy-5-methylaniline (1.47 g, 10.7 mmol) in dioxan (10 ml) were heated at reflux for 30 minutes, then evaporated and converted to free base. Recrystallisation from methanol and then from ethyl acetate/petroleum ether gave 3-butyryl-4-(2-methoxy-5-methylphenylamino)-8-methylquinoline (1.32 g), m.p. 136°-138°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04806550
Source datasetuspto-grants-1989_02
ORD IDord-a16ffb9f56b64966a93f300eb70169df
Source noteuspto-grants-1989_02