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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1008374Generated: October 31, 2026

Propylamine → HCID 22667105, compound

https://huagongshe.com/reaction/1008374

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropylamineHCID 7852—
ReactantTriphosgeneHCID 94429—
ReactantSodium BicarbonateHCID 516892—
Reactant4-((6,7-Dimethoxyquinolin-4-yl)oxy)-2,5-dimethylanilineHCID 21890421—
SolventChloroformHCID 6212—
SolventTriethylamineHCID 8471—
ProductHCID 22667105HCID 2266710595%

Reaction Steps

4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,5-dimethyl-aniline (150 mg) was dissolved in chloroform (13 ml) and triethylamine (1.5 ml), and a solution of triphosgene (151 mg) in chloroform was then added to the solution. The mixture was heated under reflux for 5 min. Next, n-propylamine (33 mg) was added to the reaction solution, and the mixture was heated under reflux for additional 2 hr. A saturated aqueous sodium hydrogencarbonate solution was added to the reaction solution, and the mixture was supported on diatomaceous earth, followed by extraction with chloroform. The solvent was removed by distillation under the reduced pressure. The residue was purified by chromatography on silica gel by development with chloroform/acetone (4/1) to give 178 mg (yield 95%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06797823B1
Source datasetuspto-grants-2004_09
ORD IDord-0f2de6a416a249b3b0d2c746ddb22553
Source noteuspto-grants-2004_09