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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721844Generated: October 26, 2026

Toluene → N-(4-Chlorobutanoyl)-N'-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-3-fluorophenyl}thiourea

https://huagongshe.com/reaction/721844

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant4-Chlorobutyryl chlorideHCID 78370—
Reactant4-Chlorobutanoyl isothiocyanateHCID 21890648—
Reactant4-((6,7-Dimethoxyquinazolin-4-yl)oxy)-3-fluoroanilineHCID 21891219—
SolventEthanolHCID 702—
ProductN-(4-Chlorobutanoyl)-N'-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-3-fluorophenyl}thioureaHCID 2189052454%
Product4-Chlorobutanoyl isothiocyanateHCID 21890648—

Reaction Steps

4-Chlorobutanoyl isothiocyanate was prepared using commercially available 4-chlorobutanoyl chloride (80 mg) as a starting compound according to the description of the literature. 4-Chlorobutanoyl isothiocyanate was dissolved in ethanol (1 ml) to prepare a solution. 4-[(6,7-Dimethoxy-4-quinazolinyl)oxy]-3-fluoroaniline (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 (41 mg, yield 54%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-9892f3572dc04bbfb70b58a4b85eb9a9
Source noteuspto-grants-2006_11