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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721727Generated: October 31, 2026

m-Anisoyl chloride → N-{3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-N'-(3-methoxybenzoyl)thiourea

https://huagongshe.com/reaction/721727

Reaction equation

Participants

RoleNameHCIDCharge
Reactantm-Anisoyl chlorideHCID 74374—
Reactant3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]anilineHCID 11739027—
Reactant3-Methoxybenzoyl isothiocyanateHCID 15209736—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
Product3-Methoxybenzoyl isothiocyanateHCID 15209736—
ProductN-{3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-N'-(3-methoxybenzoyl)thioureaHCID 2189062382%

Reaction Steps

3-Methoxy-1-benzenecarbonyl isothiocyanate was prepared using commercially available 3-methoxy-1-benzenecarbonyl chloride (80 mg) as a starting compound according to the description of the literature. 3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]aniline (50 mg) was dissolved in toluene (5 ml) and ethanol (1 ml) to prepare a solution. A solution of 3-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 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-f81970fb40074543a5e6604008fbe84d
Source noteuspto-grants-2006_11