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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1857287Generated: November 2, 2026

Ethyl 2-aminobenzoate → HCID 22132712, compound

https://huagongshe.com/reaction/1857287

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 2-aminobenzoateHCID 6877—
ReactantTriphosgeneHCID 94429—
ReactantSodium BicarbonateHCID 516892—
Reactant4-[(6,7-Dimethoxyquinolin-4-yl)oxy]anilineHCID 11594543—
SolventTolueneHCID 1140—
SolventTriethylamineHCID 8471—
ProductHCID 22132712HCID 2213271252.3%

Reaction Steps

6,7-Dimethoxy-4-(4-aminophenoxy)quinoline (100 mg) was dissolved in toluene (10 ml) with heat, after the addition of triethylamine (1 ml), triphosgene (100 mg) was added, and the admixture was refluxed with heat for 2 minutes. Ethyl-2-aminobenzoate (84 mg) was added to the reaction mixture, and the admixture was refluxed with heat for 2 hours. After the addition of aqueous sodium hydrogen carbonate, the reaction mixture was extracted 2 times with ethyl acetate, and the organic layer was then washed with brine and dried with anhydrous sodium sulfate. The solvent was removed by reduced-pressure distillation, and the resulting residue was purified by column chromatography on silica gel eluting with chloroform/acetone (10/1) to obtain 86 mg of the title compound (yield: 52%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06143764
Source datasetuspto-grants-2000_11
ORD IDord-2e5d7236d2854ec9b0a95d80ea3a360e
Source noteuspto-grants-2000_11