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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1674987Generated: October 31, 2026

N,N-bis(2-chloroethyl)-p-toluenesulphonamide → HCID 67340847, compound

https://huagongshe.com/reaction/1674987

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-bis(2-chloroethyl)-p-toluenesulphonamideHCID 96039—
Reactant(R)-4-bromo-alpha-methylbenzylamineHCID 853000—
ReactantWater ethanolHCID 19096565—
SolventDiisopropylethylamineHCID 81531—
ProductHCID 67340847HCID 6734084781.9%

Reaction Conditions

Temperature125 °C

Reaction Steps

N,N-Bis(2-chloroethyl)-4-methylbenzenesulfonamide (4.0 g, 13.50 mmol) and (R)-1-(4-bromophenyl)ethanamine (2.57 g, 12.83 mmol) in DIPEA (5 mL) were stirred and heated at 125° C. for 32 hours. The resulting dark mixture was cooled to 80° C. then a mixture of EtOH/water (70/30, 20 mL) added slowly to give a brown precipitate. The precipitate was collected by filtration, washed with EtOH/water (70/30) and iso-hexane and air dried to afford (R)-1-[1-(4-bromophenyl)ethyl]-4-tosylpiperazine (4.45 g, 78%) as a brown solid, which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08003649B2
Source datasetuspto-grants-2011_08
ORD IDord-0d419342828247f0a31924524e517693
Source noteuspto-grants-2011_08