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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721362Generated: October 31, 2026

Triphosgene → HCID 21890038, compound

https://huagongshe.com/reaction/721362

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphosgeneHCID 94429—
Reactant3-Morpholino-1-propanolHCID 199576—
ReactantSodium BicarbonateHCID 516892—
Reactant4-((6,7-Dimethoxyquinolin-4-yl)oxy)-2,5-dimethylanilineHCID 21890421—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
ProductHCID 21890038HCID 2189003873.3%

Reaction Steps

4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,5-dimethylaniline (50 mg) was added to toluene (5 ml), and triethylamine (0.5 ml), and the mixture was heated under reflux to prepare a solution. A solution of triphosgene (68 mg) in methylene chloride was then added thereto, and the mixture was heated under reflux for 10 min. Next, 3-morpholino-1-propanol (33 mg) was added thereto, and the mixture was further stirred with heating under reflux for 3 hr. A saturated aqueous sodium bicarbonate solution was added to stop the reaction, and the reaction solution was then extracted with chloroform, and the extract was washed with water: and saturated brine in that order. The extract was dried over sodium sulfate and was then concentrated. The residue was purified on a column using chloroform/methanol to give the title compound (56 mg, yield 66%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-3bfee52fc7f04a91acee165c47d570d8
Source noteuspto-grants-2006_11