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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2416024Generated: October 27, 2026

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

https://huagongshe.com/reaction/2416024

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTriphosgeneHCID 94429—
Reactant3-Methylisothiazol-5-ylamine hydrochlorideHCID 2723918—
Reactant4-(6,7-Dimethoxyquinazolin-4-yloxy)anilineHCID 11616363—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
ProductN-{4-[(6,7-Dimethoxy-4-quinazolinyl)oxy]-phenyl}-N'-(3-methyl-5-isothiazolyl)ureaHCID 2263715659.4%

Reaction Steps

4-[(6,7-Dimethoxy-4-quinazolinyl)oxy]aniline (40 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 (17.5 mg, yield 29.7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06821987B2
Source datasetuspto-grants-2004_11
ORD IDord-15340afaa8b44fa3bd44cea3703f47d6
Source noteuspto-grants-2004_11