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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 635267Generated: October 30, 2026

Ethyl chloroformate → S-(-)-Amisulpride

https://huagongshe.com/reaction/635267

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl chloroformateHCID 10928—
Reactant(S)-(-)-2-Aminomethyl-1-ethylpyrrolidineHCID 643457—
Reactant4-Amino-5-(ethylsulfonyl)-2-methoxybenzoic acidHCID 3018232—
SolventAcetoneHCID 180—
ProductS-(-)-AmisulprideHCID 305507684.9%

Reaction Steps

95 g of 2-methoxy-4-amino-5-ethylsulphonylbenzoic acid dissolved in 370 ml of acetone, in the presence of 37 g of trielthylamine, is treated with 40 g of ethyl chloroformate with 57 g of (S)-(−)-1-ethyl-2-aminomethylpyrrolidine. 115 g of (S)-(−)-N-(1-ethyl-2-pyrrolidinylmethyl)-2-methoxy-4-amino-5-ethylsulphonylbenzamide is obtained (yield=84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06187807B1
Source datasetuspto-grants-2001_02
ORD IDord-f6628c826f10490f816fb191a660f6d5
Source noteuspto-grants-2001_02