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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721696Generated: October 30, 2026

2-Methoxybenzoyl chloride → N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-3-fluorophenyl}-N'-(2-methoxybenzoyl)thiourea

https://huagongshe.com/reaction/721696

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methoxybenzoyl chlorideHCID 88969—
Reactant4-((6,7-Dimethoxyquinolin-4-yl)oxy)-3-fluorobenzenamineHCID 11426997—
Reactant2-Methoxybenzoyl isothiocyanateHCID 14363160—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
Product2-Methoxybenzoyl isothiocyanateHCID 14363160—
ProductN-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-3-fluorophenyl}-N'-(2-methoxybenzoyl)thioureaHCID 2189108380%

Reaction Steps

2-Methoxy-1-benzenecarbonyl isothiocyanate was prepared using commercially available 2-methoxy-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 2-methoxy-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 80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-d3d1247cd6a94383b9c07d533b0c6317
Source noteuspto-grants-2006_11