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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2416034Generated: October 26, 2026

Triethylamine → N-{2-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]phenyl}-N'-(4,5-dimethyl-1,3-thiazol-2-yl)urea

https://huagongshe.com/reaction/2416034

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTriphosgeneHCID 94429—
Reactant4,5-Dimethyl-1,3-thiazol-2-amine--hydrogen chloride (1/1)HCID 16211387—
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'-(4,5-dimethyl-1,3-thiazol-2-yl)ureaHCID 2263715522.5%

Reaction Steps

2-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]-aniline (100 mg) was dissolved in chloroform (5 ml) and triethylamine (0.5 ml) to prepare a solution. A solution of triphosgene (100 mg) in chloroform was then added to the solution, and the mixture was stirred at room temperature for 15 min. Next, 2-amino-4,5-dimethylthiazole hydrochloride (50 mg) was added thereto, and the mixture was further stirred at room temperature overnight. Distilled water was added to the reaction solution, and the mixture was subjected to separatory extraction with chloroform. The organic layer was washed with saturated brine and was dried over sodium sulfate. The organic layer was concentrated under the reduced pressure, and the residue was purified by HPLC using chloroform/acetone for development to give 33 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06821987B2
Source datasetuspto-grants-2004_11
ORD IDord-544b768ac68d4dc5ab8619687580835b
Source noteuspto-grants-2004_11