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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721845Generated: October 30, 2026

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

https://huagongshe.com/reaction/721845

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant3-(Methylthio)propionyl ChlorideHCID 12921440—
Reactant3-(Methylsulfanyl)propanoyl isothiocyanateHCID 21890090—
Reactant4-((6,7-Dimethoxyquinazolin-4-yl)oxy)-3-fluoroanilineHCID 21891219—
SolventEthanolHCID 702—
Product3-(Methylsulfanyl)propanoyl isothiocyanateHCID 21890090—
ProductN-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-3-fluorophenyl}-N'-[3-(methylsulfanyl)propanoyl]thioureaHCID 2189010150%

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]-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 (38 mg, yield 50%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-d1d6d562776d4c71b8a8a1aba787036b
Source noteuspto-grants-2006_11