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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2254665Generated: November 1, 2026

Ethyl Acetate → N-{4-[3-(4-methoxytetrahydropyran-4-yl)phenylthio]phenyl}-N-methylmethanesulphonamide

https://huagongshe.com/reaction/2254665

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
ReactantN-(4-Iodophenyl)-N-methylmethanesulphonamideHCID 13920676—
Reactant4-(3-Mercaptophenyl)-4-methoxytetrahydropyranHCID 19375715—
CatalystCuprous chlorideHCID 62652—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductN-{4-[3-(4-methoxytetrahydropyran-4-yl)phenylthio]phenyl}-N-methylmethanesulphonamideHCID 19785586—

Reaction Steps

A solution of N-(4-iodophenyl)-N-methylmethanesulphonamide (0.31 g, 1 mmol), 4-(3-mercaptophenyl)-4-methoxytetrahydropyran (0.22 g), potassium carbonate (20 mg) and copper (I) chloride (30 mg) in DMF (20 ml) was heated to 140° C. and stirred for 3 hours. Ethyl acetate (40 ml) and water (40 ml) were added and the mixture was filtered through celite. The filtrate was washed with water (40 ml) and brine (40 ml), dried (MgSO4) and the solvent evaporated. The product was purified by column chromatography, thus N-{4-[3-(4-methoxytetrahydropyran-4-yl)phenylthio]phenyl}-N-methylmethanesulphonamide was obtained as an oil (1.12 g, 42%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05236948
Source datasetuspto-grants-1993_08
ORD IDord-f624c4aa8d0841fe87aaaccc2209e91c
Source noteuspto-grants-1993_08