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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721720Generated: October 31, 2026

Benzoyl chloride, 3-bromo- → N-(3-Bromobenzoyl)-N'-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-2-fluorophenyl}thiourea

https://huagongshe.com/reaction/721720

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chloride, 3-bromo-HCID 74377—
Reactant4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-fluoroanilineHCID 11301470—
Reactant3-Bromobenzoyl isothiocyanateHCID 15650509—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
Product3-Bromobenzoyl isothiocyanateHCID 15650509—
ProductN-(3-Bromobenzoyl)-N'-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-2-fluorophenyl}thioureaHCID 2189115296%

Reaction Steps

3-Bromo-1-benzenecarbonyl isothiocyanate was prepared using commercially available 3-bromo-1-benzenecarbonyl chloride (80 mg) as a starting compound according to the description of the literature. 4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-fluoroaniline (50 mg) was dissolved in toluene (5 ml) and ethanol (1 ml) to prepare a solution. A solution of 3-bromo-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 (85 mg, yield 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-82f61f92381143d4ad3a6a5c44ac67eb
Source noteuspto-grants-2006_11