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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721843Generated: October 30, 2026

Toluene → N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-fluorophenyl}-N'-[3-(methylsulfanyl)propanoyl]thiourea

https://huagongshe.com/reaction/721843

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant3-(Methylthio)propionyl ChlorideHCID 12921440—
Reactant3-(Methylsulfanyl)propanoyl isothiocyanateHCID 21890090—
Reactant4-((6,7-Dimethoxy-4-quinazolinyl)oxy]-2-fluoroanilineHCID 21890274—
SolventEthanolHCID 702—
ProductN-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-fluorophenyl}-N'-[3-(methylsulfanyl)propanoyl]thioureaHCID 2189008457%
Product3-(Methylsulfanyl)propanoyl isothiocyanateHCID 21890090—

Reaction Steps

3-(Methylsulfanyl)propanoyl isothiocyanate was prepared using commercially available 3-(methylsulfanyl)propanoyl chloride (80 mg) as a starting compound according to the description of the literature. 3-(Methylsulfanyl)propanoyl isothiocyanate was dissolved in ethanol (1 ml) to prepare a solution. 4-[(6,7-Dimethoxy-4-quinazolinyl)oxy]-2-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 (43 mg, yield 57%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-b397fe7aca5141d49972a38e4da2e87d
Source noteuspto-grants-2006_11