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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 747593Generated: October 30, 2026

Ethyl bromoacetate → Ethyl N-{4-chloro-2-[(2-chlorophenyl)(hydroxy)methyl]phenyl}-N-[(3,4-dimethoxyphenyl)sulfonyl]glycinate

https://huagongshe.com/reaction/747593

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromoacetateHCID 7748—
ReactantSodium hydrideHCID 24758—
ReactantN-{4-chloro-2-[(2-chlorophenyl)(hydroxy)methyl]phenyl}-3,4-dimethoxybenzenesulfonamideHCID 68566152—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductEthyl N-{4-chloro-2-[(2-chlorophenyl)(hydroxy)methyl]phenyl}-N-[(3,4-dimethoxyphenyl)sulfonyl]glycinateHCID 11548525—

Reaction Steps

To 6 g of N-{4-chloro-2-[(2-chlorophenyl)(hydroxy)methyl]phenyl}-3,4-dimethoxybenzenesulfonamide dissolved in 50 ml of DMF at 0° C. is added portionwise 0.674 g of sodium hydride. After 1 hour at 0° C., 1.4 ml of ethyl 2-bromoacetate are introduced and the mixture is left for 18 hours at room temperature. The reaction medium is taken up in ethyl acetate and washed with water. The organic phase is dried over anhydrous sodium sulfate and concentrated. The residue is chromatographed on a column of silica gel, eluting with dichloromethane to give 1.3 g of the expected product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07396958B2
Source datasetuspto-grants-2008_07
ORD IDord-a79cba145dbd4c0a979ae4cb3e65ebd5
Source noteuspto-grants-2008_07