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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1377023Generated: October 26, 2026

Water → N-[1-(2-phenylethyl)-4-piperidyl]-4-(N-acetyl-N-methylamino)benzenesulfonamide

https://huagongshe.com/reaction/1377023

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium IodideHCID 4875—
ReactantPhenethyl bromideHCID 7666—
ReactantN-(4-piperidyl)-4-(N-acetyl-N-methylamino)benzenesulfonamide acetateHCID 67690431—
SolventDimethylformamideHCID 6228—
SolventSodium BicarbonateHCID 516892—
ProductN-[1-(2-phenylethyl)-4-piperidyl]-4-(N-acetyl-N-methylamino)benzenesulfonamideHCID 1504972477%

Reaction Conditions

Temperature70 °C

Reaction Steps

The N-(4-piperidyl)-4-(N-acetyl-N-methylamino)benzenesulfonamide acetate (3.71 g, 10.6 mmol) prepared in Preparative Example 17 was dissolved in a suspension of sodium hydrogencarbonate (2.52 g) and potassium iodide (3.32 g) in dimethylformamide (50 ml), followed by the addition of 2-bromoethylbenzene (1.49 ml, 11.0 mmol). The obtained mixture was stirred at 70° C. for 3 hours, followed by the addition of water. The obtained mixture was extracted with ethyl acetate. The organic layer was washed with water and a saturated aqueous solution of common salt, dried over magnesium sulfate, and concentrated to give N-[1-(2-phenylethyl)-4-piperidyl]-4-(N-acetyl-N-methylamino)benzenesulfonamide as a colorless oil (3.19 g, yield: 77%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05663414
Source datasetuspto-grants-1997_09
ORD IDord-5a087a8accb946a2977b63842247cf6e
Source noteuspto-grants-1997_09