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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721911Generated: October 31, 2026

4-(Chloromethyl)benzoyl chloride → N-{3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-N'-[4-(chloromethyl)benzoyl]thiourea

https://huagongshe.com/reaction/721911

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Chloromethyl)benzoyl chlorideHCID 70136—
Reactant3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]anilineHCID 11739027—
ReactantHCID 21890761HCID 21890761—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
ProductHCID 21890761HCID 21890761—
ProductN-{3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-N'-[4-(chloromethyl)benzoyl]thioureaHCID 5873896263%

Reaction Steps

4-(Chloromethyl)-1-benzenecarbonyl isothiocyanate was prepared using commercially available 4-(chloromethyl)-1-benzenecarbonyl chloride (80 mg) as a starting compound according to the description of the literature. 3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]aniline (50 mg) was dissolved in toluene (5 ml) and ethanol (1 ml) to prepare a solution. A solution of 4-(chloromethyl)-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 (52 mg, yield 63%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-b8a77162d000478eb664c833b3785f0b
Source noteuspto-grants-2006_11