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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721376Generated: October 30, 2026

Diethylethanolamine → HCID 21891207, compound

https://huagongshe.com/reaction/721376

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethylethanolamineHCID 7497—
ReactantTriphosgeneHCID 94429—
ReactantSodium BicarbonateHCID 516892—
Reactant4-(6,7-Dimethoxyquinazolin-4-yloxy)anilineHCID 11616363—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
ProductHCID 21891207HCID 2189120789.1%

Reaction Steps

4-[(6,7-Dimethoxy-4-quinazolinyl)oxy]aniline (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 (77 mg) in methylene chloride was then added thereto, and the mixture was heated under reflux for 10 min. Next, 2-(diethylamino)-1-ethanol (31 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 (66 mg, yield 71%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-0b8bd6d47a1b4f5690f2333936ff8faf
Source noteuspto-grants-2006_11