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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721946Generated: October 30, 2026

2-Thiopheneacetic acid → N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]phenyl}-N'-[2-(2-thienyl)acetyl]thiourea

https://huagongshe.com/reaction/721946

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Thiopheneacetic acidHCID 15970—
ReactantThionyl ChlorideHCID 24386—
Reactant2-Thiopheneacetyl chlorideHCID 162362—
Reactant4-[(6,7-Dimethoxyquinolin-4-yl)oxy]anilineHCID 11594543—
Reactant2-(2-Thienyl)ethanoyl isothiocyanateHCID 21890386—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
ProductN-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]phenyl}-N'-[2-(2-thienyl)acetyl]thioureaHCID 2189041454%

Reaction Conditions

Temperature100 °C

Reaction Steps

Toluene (20 ml) and thionyl chloride (1 ml) were added to commercially available 2-(2-thienyl)acetic acid (40 mg), and the mixture was heated at 100° C. for one hr. The solvent was removed by distillation, and 2-(2-thienyl)ethanoyl isothiocyanate was prepared using the resultant 2-(2-thienyl)ethanoyl chloride as a starting compound according to the description of the literature. 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 2-(2-thienyl)ethanoyl 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 (44 mg, yield 54%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-3c0cdade7d10477cb00c9c5a3eb162e4
Source noteuspto-grants-2006_11