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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721561Generated: October 27, 2026

Triethylamine → N-{4-[(6,7-Dimethoxy-4-quinazolinyl)oxy]phenyl}-N'-[2-(ethyl-3-methylanilino)ethyl]urea

https://huagongshe.com/reaction/721561

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1,2-Ethanediamine, N1-ethyl-N1-(3-methylphenyl)-HCID 87984—
ReactantTriphosgeneHCID 94429—
Reactant4-(6,7-Dimethoxyquinazolin-4-yloxy)anilineHCID 11616363—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
ProductN-{4-[(6,7-Dimethoxy-4-quinazolinyl)oxy]phenyl}-N'-[2-(ethyl-3-methylanilino)ethyl]ureaHCID 21891051104.9%

Reaction Steps

4-[(6,7-Dimethoxy-4-quinazolinyl)oxy]aniline (100 mg) was dissolved in chloroform (10 ml) and triethylamine (1 ml) to prepare a solution. A solution of triphosgene (151 mg) in chloroform was then added to the solution, and the mixture was stirred at room temperature for 10 min. Next, N1-ethyl-N1-(3-methylphenyl)-1,2-ethanediamine (91 mg) was added thereto, and the mixture was further stirred at room temperature for one hr. Water was added to stop the reaction, and the reaction solution was then extracted with chloroform, followed by concentration. The residue was purified on a column using chloroform/methanol to give the title compound (177 mg, yield 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-6b23f01e65c94dadaab8cc7563dbce13
Source noteuspto-grants-2006_11