Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721766Generated: October 31, 2026

4-Ethoxybenzoyl Chloride → N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-3-fluorophenyl}-N'-(4-ethoxybenzoyl)thiourea

https://huagongshe.com/reaction/721766

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Ethoxybenzoyl ChlorideHCID 140059—
Reactant4-((6,7-Dimethoxyquinolin-4-yl)oxy)-3-fluorobenzenamineHCID 11426997—
ReactantHCID 21891013HCID 21891013—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
ProductHCID 21891013HCID 21891013—
ProductN-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-3-fluorophenyl}-N'-(4-ethoxybenzoyl)thioureaHCID 2189105392%

Reaction Steps

4-Ethoxy-1-benzenecarbonyl isothiocyanate was prepared using commercially available 4-ethoxy-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 4-ethoxy-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 (76 mg, yield 92%). Mass spectrometry value (ESI-MS, m/z): 554 (M++1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-493b86f0946b4344a98bfd42a706d873
Source noteuspto-grants-2006_11