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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721755Generated: November 1, 2026

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

https://huagongshe.com/reaction/721755

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Fluorobenzoyl chlorideHCID 67879—
Reactant4-Fluorobenzoyl isothiocyanateHCID 249089—
Reactant3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]anilineHCID 11739027—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
Product4-Fluorobenzoyl isothiocyanateHCID 249089—
ProductN-{3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-N'-(4-fluorobenzoyl)thioureaHCID 2189050187%

Reaction Steps

4-Fluoro-1-benzenecarbonyl isothiocyanate was prepared using commercially available 4-fluoro-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-fluoro-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 (67 mg, yield 87%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-fc2ee163ed114b6fbbf06ee1e326b4ba
Source noteuspto-grants-2006_11