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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2084439Generated: October 29, 2026

Water → 2-(2-Phenyl-ethen-1-yl)-3-difluoromethoxy-thiophene-2-carboxanilide

https://huagongshe.com/reaction/2084439

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantAminostilbeneHCID 139378—
Reactant2-Thiophenecarbonyl chloride, 3-(difluoromethoxy)-HCID 11127599—
SolventTolueneHCID 1140—
Product2-(2-Phenyl-ethen-1-yl)-3-difluoromethoxy-thiophene-2-carboxanilideHCID 69886413189.2%

Reaction Conditions

Temperature50 °C

Reaction Steps

At room temperature, a solution of 0.3 g (0.0015 mol) of 2-(2-phenyl-ethen-1-yl)-aniline in 2 ml of toluene is admixed with a solution of 0.15 g (0.0015 mol) of triethylamine in 10 ml of toluene. At room temperature, 0.33 g (0.0015 mol) of 3-difluoromethoxy-thiophene-2-carbonyl chloride are added to this mixture with stirring. The mixture is subsequently heated to 50° C. and stirred at this temperature for 2 hours. For work-up, the reaction mixture is then cooled to room temperature and admixed with water. The organic phase is separated off, dried over sodium sulphate and then concentrated under reduced pressure at 60° C. The residue that remains is chromatographed over silica gel using diethyl ether. Concentration of the eluate gives 0.53 g (95% of theory) of 2-(2-phenyl-ethen-1-yl)-3-difluoromethoxy-thiophene-2-carboxanilide in the form of a solid substance of melting point 80 to 82° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06716881B2
Source datasetuspto-grants-2004_04
ORD IDord-466a20b292a147539ef12143e6d3d7fe
Source noteuspto-grants-2004_04