Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721722Generated: October 30, 2026

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

https://huagongshe.com/reaction/721722

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Fluorobenzoyl chlorideHCID 74376—
Reactant4-((6,7-Dimethoxyquinolin-4-yl)oxy)-3-fluorobenzenamineHCID 11426997—
Reactant3-Fluorobenzoyl isothiocyanateHCID 14984172—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
Product3-Fluorobenzoyl isothiocyanateHCID 14984172—
ProductN-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-3-fluorophenyl}-N'-(3-fluorobenzoyl)thioureaHCID 2189020283%

Reaction Steps

3-Fluoro-1-benzenecarbonyl isothiocyanate was prepared using commercially available 3-fluoro-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 3-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 (65 mg, yield 83%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-d554143834874e8f8f66b690100c809f
Source noteuspto-grants-2006_11