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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1008380Generated: October 30, 2026

Triphosgene → HCID 22667085, compound

https://huagongshe.com/reaction/1008380

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphosgeneHCID 94429—
ReactantSodium BicarbonateHCID 516892—
Reactant2,6-Dimethoxypyridin-3-amineHCID 593005—
Reactant4-((6,7-Dimethoxyquinolin-4-yl)oxy)-2,5-dimethylanilineHCID 21890421—
SolventChloroformHCID 6212—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
ProductHCID 22667085HCID 2266708579.7%

Reaction Steps

4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,5-dimethyl-aniline (100 mg) was dissolved in chloroform (10 ml) and triethylamine (1 ml), and a solution of triphosgene (92 mg) in dichloromethane was then added to the solution. The mixture was stirred at room temperature for 30 min. Next, 3-amino-2,6-dimethoxypyridine (70 mg) was added to the reaction solution, and the mixture was stirred at room temperature overnight. A saturated aqueous sodium hydrogencarbonate solution was added to the reaction solution, and the mixture was extracted with chloroform. The chloroform layer was dried over sodium sulfate. The solvent was removed by distillation under the reduced pressure. The residue was dissolved in a minor amount of chloroform, and a large amount of ether was added to the solution to precipitate a crystal which was then collected by filtration to give 124 mg (yield 79%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06797823B1
Source datasetuspto-grants-2004_09
ORD IDord-fdbf69c55c5648d2ac632f74aeebc8a1
Source noteuspto-grants-2004_09