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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721951Generated: November 1, 2026

2,4-Dimethoxybenzoyl chloride → N-{2-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-N'-(2,4-dimethoxybenzoyl)thiourea

https://huagongshe.com/reaction/721951

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-Dimethoxybenzoyl chlorideHCID 2734719—
Reactant2-Chloro-4-((6,7-dimethoxyquinazolin-4-yl)oxy)anilineHCID 21889899—
ReactantHCID 21890675HCID 21890675—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
ProductN-{2-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-N'-(2,4-dimethoxybenzoyl)thioureaHCID 2189004348%
ProductHCID 21890675HCID 21890675—

Reaction Steps

2,4-Dimethoxy-1-benzenecarbonyl isothiocyanate was prepared using commercially available 2,4-dimethoxy-1-benzenecarbonyl chloride (80 mg) as a starting compound according to the description of the literature. 2-Chloro-4-[(6,7-Dimethoxy-4-quinazolinyl)oxy]aniline (50 mg) was dissolved in toluene (5 ml) and ethanol (1 ml) to prepare a solution. A solution of 2,4-dimethoxy-1-benzenecarbonyl isothiocyanate in ethanol (1 ml) was then added to the solution, and the mixture was stirred at room temperature for 2 hr. The reaction solution was concentrated, and the residue was purified by chromatography on silica gel using chloroform/acetone for development to give the title compound (40 mg, yield 48%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-781bcc35f20443d6bda4589066050ff0
Source noteuspto-grants-2006_11