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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721833Generated: October 27, 2026

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

https://huagongshe.com/reaction/721833

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantCyclopropanecarbonyl chloride, 2-phenyl-HCID 523092—
Reactant4-((6,7-Dimethoxyquinolin-4-yl)oxy)-3-fluorobenzenamineHCID 11426997—
Reactant2-Phenyl-1-cyclopropanecarbonyl isothiocyanateHCID 21890726—
SolventEthanolHCID 702—
Product2-Phenyl-1-cyclopropanecarbonyl isothiocyanateHCID 21890726—
ProductN-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-3-fluorophenyl}-N'-[(2-phenylcyclopropyl)carbonyl]thioureaHCID 7240726262%

Reaction Steps

2-Phenyl-1-cyclopropanecarbonyl isothiocyanate was prepared using commercially available 2-phenyl-1-cyclopropanecarbonyl chloride (80 mg) as a starting compound according to the description of the literature. 2-Phenyl-1-cyclopropanecarbonyl isothiocyanate was dissolved in ethanol (1 ml) to prepare a solution. 4-[(6,7-Dimethoxy-4-quinolyl)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 (51 mg, yield 62%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-c44fc764da2d48448d50bdf550a0d1b9
Source noteuspto-grants-2006_11