Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 728937Generated: October 31, 2026

Sodium Hydroxide → 4-[(Methyl)(methylsulfonyl)amino]-N-[[4-phenyl-1-(phenylmethyl)piperazin-2-yl]methyl]benzamide

https://huagongshe.com/reaction/728937

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantC-(1-Benzyl-4-phenyl-piperazin-2-yl)-methylamineHCID 11044210—
Reactant4-[(Methyl)(methylsulfonyl)amino]benzoic acid methyl esterHCID 14998816—
ReactantTrimethylaluminumHCID 16682925—
Product4-[(Methyl)(methylsulfonyl)amino]-N-[[4-phenyl-1-(phenylmethyl)piperazin-2-yl]methyl]benzamideHCID 14998817—

Reaction Steps

To 4-phenyl-1-(phenylmethyl)-2-piperazinemethanamine (6.95 g, 24.7 mmol) intoluene (130 mL) at 0° C. add trimethylaluminum (2.0M in toluene, 16.2 mL, 32.4 mmol). Allow the reaction to warm to room temperature and add 4-[(methyl)(methylsulfonyl)amino]benzoic acid methyl ester (6.91 g, 28.4 mmol). Heat the reaction and monitor the progress by thin-layer chromatography. Upon completion make the solution basic with aqueous NaOH and extract with EtOAc. Remove the solvent in vacuo. Flash chromatograph the residue on silica gel with EtOAc/hexane (2/1) to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05051422
Source datasetuspto-grants-1991_09
ORD IDord-02d28f9ba84f459fb47b534349d6d816
Source noteuspto-grants-1991_09