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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721776Generated: October 30, 2026

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

https://huagongshe.com/reaction/721776

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Chloromethyl)benzoyl chlorideHCID 70136—
Reactant4-((6,7-Dimethoxyquinolin-4-yl)oxy)-3-fluorobenzenamineHCID 11426997—
ReactantHCID 21890761HCID 21890761—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
ProductN-[4-(Chloromethyl)benzoyl]-N'-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-3-fluorophenyl}thioureaHCID 2189054181%
ProductHCID 21890761HCID 21890761—

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. 4-[(6,7-Dimethoxy-4-quinolyl)oxy]-3-fluoroaniline (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 (68 mg, yield 81%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-72484e506d2b4a6b928a8540c9495066
Source noteuspto-grants-2006_11