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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1643314Generated: November 2, 2026

Triethylamine → Methyl 4-[[2-(dimethylamino)ethyl](methylsulfonyl)amino]benzoate

https://huagongshe.com/reaction/1643314

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantMethyl 4-{[2-(dimethylamino)ethyl]amino}benzoateHCID 57440398—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductMethyl 4-[[2-(dimethylamino)ethyl](methylsulfonyl)amino]benzoateHCID 57857113—

Reaction Steps

Methanesulfonyl chloride (0.105 ml, 1.350 mmol) was added to a stirred solution of triethylamine (0.282 ml, 2.024 mmol) and methyl 4-{[2-(dimethylamino)ethyl]amino}benzoate (0.15 g, 0.675 mmol) in CH2Cl2 (2 ml) and the mixture was stirred at room temperature for overnight. The mixture was diluted with ethyl acetate, washed with saturated aqueous sodium hydrogen carbonate, dried over Na2SO4 filtered and the solvent was evaporated under reduced pressure. The product was purified by reversed phase HPLC (20-100% MeCN/H2O with 0.05% TFA). MS cal'd 301 (MH+), exp 301(MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119685B2
Source datasetuspto-grants-2012_02
ORD IDord-15b1a44f917749b493689231a8a4ada4
Source noteuspto-grants-2012_02