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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2416025Generated: November 3, 2026

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

https://huagongshe.com/reaction/2416025

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 numberUS06821987B2
Source datasetuspto-grants-2004_11
ORD IDord-8a2977e52271489da5414f56d76f65f0
Source noteuspto-grants-2004_11