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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 53332Generated: October 28, 2026

4-Chlorobenzenesulfonyl chloride → Ethyl 3-[2-[(4-chlorophenyl)sulphonylamino]ethyl]-5-[(4-fluorophenyl)methyl]benzenepropanoate

https://huagongshe.com/reaction/53332

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chlorobenzenesulfonyl chlorideHCID 7398—
ReactantTriethylamineHCID 8471—
ReactantEthyl 3-(2-aminoethyl)-5-[(4-fluorophenyl)methyl]benzenepropanoateHCID 19962359—
SolventDichloromethaneHCID 6344—
ProductEthyl 3-[2-[(4-chlorophenyl)sulphonylamino]ethyl]-5-[(4-fluorophenyl)methyl]benzenepropanoateHCID 1996237373.2%

Reaction Steps

4-chlorobenzenesulphonyl chloride (352 mg) was added portionwise to a stirred solution of ethyl 3-(2-aminoethyl)-5-[(4-fluorophenyl)methyl]benzenepropanoate (500 mg) and triethylamine (0.25 ml) in dry dichloromethane (5 ml) at room temperature. The solution was stirred at room temperature for 5 hours and then washed with water and dried (MgSO4). The solvent was evaporated and the residue was chromatographed on silica gel. Elution with dichloromethane first gave impurity followed by pure product. The product fractions were combined and evaporated to give the title compound as an oil (560 mg); Rf 0.2 (SS 3). Found: C,62.08; H,5.47; N,2.73. C26H27ClFNO4S requires C,61.96; H,5.40; N,2.78%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05618941
Source datasetuspto-grants-1997_04
ORD IDord-ef606e518991429292a6f4369c8f085d
Source noteuspto-grants-1997_04