Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1008350Generated: November 1, 2026

Ethylamine hydrochloride → HCID 22667043, compound

https://huagongshe.com/reaction/1008350

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylamine hydrochlorideHCID 11198—
ReactantTriphosgeneHCID 94429—
ReactantSodium BicarbonateHCID 516892—
Reactant4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-fluoroanilineHCID 11301470—
SolventTolueneHCID 1140—
SolventTriethylamineHCID 8471—
ProductHCID 22667043HCID 22667043114.7%

Reaction Steps

4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-fluoroaniline (100 mg) was dissolved in toluene (8 ml) and triethylamine (1.0 ml) with heating, and a solution of triphosgene (47 mg) in toluene (1.0 ml) was then added to the solution. The mixture was heated under reflux for 5 min. Next, ethylamine hydrochloride (60 mg) was added to the reaction solution, and the mixture was heated under reflux for additional 5 hr. A saturated aqueous sodium hydrogencarbonate solution was added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure. The residue was purified by chromatography on silica gel by development with chloroform/acetone (2/1) to give 70 mg (yield 53%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06797823B1
Source datasetuspto-grants-2004_09
ORD IDord-c5d187b1e08845e79dcb7215a08777b8
Source noteuspto-grants-2004_09