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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721866Generated: October 31, 2026

Toluene → N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-methylphenyl}-N'-(3-fluorobenzoyl)thiourea

https://huagongshe.com/reaction/721866

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant3-Fluorobenzoyl chlorideHCID 74376—
Reactant3-Fluorobenzoyl isothiocyanateHCID 14984172—
Reactant4-((6,7-Dimethoxyquinolin-4-yl)oxy)-2-methylanilineHCID 21890510—
SolventEthanolHCID 702—
Product3-Fluorobenzoyl isothiocyanateHCID 14984172—
ProductN-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-methylphenyl}-N'-(3-fluorobenzoyl)thioureaHCID 2189090181%

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. 3-Fluoro-1-benzenecarbonyl isothiocyanate was dissolved in ethanol (1 ml) to prepare a solution. 4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-methylaniline (50 mg), toluene (5 ml), and ethanol (1 ml) were 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 (64 mg, yield 81%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-b021ad0c473547e094f0209c78d57e7f
Source noteuspto-grants-2006_11