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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1857289Generated: November 2, 2026

Benzenamine, 3,5-bis(trifluoromethyl)- → HCID 22132718, compound

https://huagongshe.com/reaction/1857289

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenamine, 3,5-bis(trifluoromethyl)-HCID 9480—
ReactantTriphosgeneHCID 94429—
ReactantSodium BicarbonateHCID 516892—
Reactant4-[(6,7-Dimethoxyquinolin-4-yl)oxy]anilineHCID 11594543—
SolventTolueneHCID 1140—
SolventTriethylamineHCID 8471—
ProductHCID 22132718HCID 2213271858%

Reaction Steps

6,7-Dimethoxy-4-(4-aminophenoxy)quinoline (50 mg) was dissolved in toluene (5 ml) with heat, after the addition of triethylamine (1 ml), triphosgene (55 mg) was added, and the admixture was refluxed with heat for 3 minutes. 3,5-Bis(trifluoromethyl)aniline (116 mg) was added to the reaction mixture, and the admixture was refluxed with heat for 20 minutes. 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 54 mg of the title compound (yield: 58%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06143764
Source datasetuspto-grants-2000_11
ORD IDord-230b5b57135e4693bdc0d4e3f370e7ff
Source noteuspto-grants-2000_11