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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1591755Generated: October 25, 2026

Hydrochloric Acid → 2,3-dichloro-N-(2-{3-[2-(4-cyanophenyl)ethyl]-2-oxoimidazolidin-1-yl}ethyl)-N-methylbenzenesulphonamide

https://huagongshe.com/reaction/1591755

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium hydrideHCID 24758—
Reactant4-(2-Bromoethyl)benzonitrileHCID 12886548—
Reactant2,3-Dichloro-N-methyl-N-[2-(2-oxoimidazolidin-1-yl)ethyl]benzenesulphonamideHCID 58638696—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2,3-dichloro-N-(2-{3-[2-(4-cyanophenyl)ethyl]-2-oxoimidazolidin-1-yl}ethyl)-N-methylbenzenesulphonamideHCID 69424668—

Reaction Steps

34 mg (0.84 mmol) of NaH (60%) were added to a solution of 290 mg (0.82 mmol) of 2,3-dichloro-N-methyl-N-[2-(2-oxoimidazolidin-1-yl)ethyl]benzenesulphonamide in 10 ml of dimethylformamide, and the mixture was stirred at room temperature for 10 minutes. 177 mg (0.84 mmol) of 4-(2-bromoethyl)benzonitrile were then added. The reaction mixture was stirred at 50° C. overnight. The mixture was then poured into water, 1 N HCl was added and the mixture was extracted with ethyl acetate. The combined organic extracts were washed with saturated sodium bicarbonate solution and saturated sodium chloride solution, dried over sodium sulphate and concentrated. The crude product obtained in this manner was purified by column chromatography on silica gel (mobile phase: dichloromethane/methanol 0-3%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07291642B2
Source datasetuspto-grants-2007_11
ORD IDord-fb4fa45f4b0445f08f275888c0599d58
Source noteuspto-grants-2007_11