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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1382325Generated: November 2, 2026

Ethyl Acetate → 3-Benzoyl-4-(2-methoxyphenylamino)-8-methoxyquinoline

https://huagongshe.com/reaction/1382325

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant3-benzoyl-4-(2-methoxyphenylamino)-8-methoxyquinoline 3-Benzoyl-4-chloro-8-methoxyquinolineHCID 21274561—
Solvent2-MethoxyanilineHCID 7000—
Solvent1,4-DioxaneHCID 31275—
Product3-Benzoyl-4-(2-methoxyphenylamino)-8-methoxyquinolineHCID 2127455861%

Reaction Steps

Preparation of 3-benzoyl-4-(2-methoxyphenylamino)-8-methoxyquinoline 3-Benzoyl-4-chloro-8-methoxyquinoline (2.8 g, 0.0094 mol) was heated under reflux in a mixture of 1,4-dioxan (50 ml) and o-anisidine (7 ml) for 1 hour. The solvent was evaporated and the residue was dissolved in dichloromethane, and washed with dilute hydrochloric acid, sodium hydrogen carbonate solution, water and brine. The organic solution was dried and evaporated to an oil which was chromatographed (silica gel, 1% methanol in dichloromethane) to give an oil which afforded yellow crystals of 3-benzoyl-4-(2-methoxyphenylamino)-8-methoxyquinoline (2.2 g, 61%) from ethyl acetate, m.p. 200°-202°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04806550
Source datasetuspto-grants-1989_02
ORD IDord-5f51b2bab7174239a6d55b6bda0fd751
Source noteuspto-grants-1989_02