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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1348825Generated: October 30, 2026

Triethylamine → N-{2-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]phenyl}-N'-(3-methyl-5-isothiazolyl)urea

https://huagongshe.com/reaction/1348825

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTriphosgeneHCID 94429—
Reactant3-Methylisothiazol-5-ylamine hydrochlorideHCID 2723918—
Reactant2-Chloro-4-((6,7-dimethoxyquinazolin-4-yl)oxy)anilineHCID 21889899—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
ProductN-{2-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]phenyl}-N'-(3-methyl-5-isothiazolyl)ureaHCID 2263713243.1%

Reaction Steps

2-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]aniline (43 mg) was dissolved in chloroform (1.2 ml) and triethylamine (0.2 ml) to prepare a solution. A solution of triphosgene (20 mg) in chloroform was then added to the solution, and the mixture was stirred at room temperature for 5 min. Next, 5-amino-3-methylisothiazole hydrochloride (22 mg) was added thereto, and the mixture was further stirred at room temperature overnight. Water was added to the reaction solution, and the mixture was subjected to separatory extraction with chloroform. The organic layer was concentrated, and the residue was then purified by chromatography (chloroform:acetone=2:1) to give the title compound (13.7 mg, yield 22%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07211587B2
Source datasetuspto-grants-2007_05
ORD IDord-bf6cbac3a0f84c99b64b4ef26b865e77
Source noteuspto-grants-2007_05