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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2228097Generated: October 29, 2026

Water → (E)-N-[4-[1-(3,4-methylenedioxybenzyl)-4-piperazinylmethyl]phenyl]-3-(4-methylphenyl)cinnamamide

https://huagongshe.com/reaction/2228097

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant1-PiperonylpiperazineHCID 94426—
Reactant(E)-N-[4-(chloromethyl)phenyl]3-(4-methylphenyl)cinnamamideHCID 18472214—
SolventDimethylformamideHCID 6228—
Product(E)-N-[4-[1-(3,4-methylenedioxybenzyl)-4-piperazinylmethyl]phenyl]-3-(4-methylphenyl)cinnamamideHCID 1847230188.2%

Reaction Steps

In DMF (3 ml) was dissolved (E)-N-[4—(chloromethyl)—phenyl]-3—(4-methylphenyl)cinnamamide (200 mg), and to the solution were added 1—(3,4-methylenedioxybenzyl)-piperazine (158 mg) and potassium carbonate (382 mg). The mixture was stirred at room temperature for 16 hours, and to the mixture was added water (50 ml). The mixture was extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride solution, dried with anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was recrystallized from ethyl acetate-diisopropylether to give (E)-N-[4-[1—(3,4-methylenedioxybenzyl)-4-piperazinylmethyl]phenyl]-3—(4-methylphenyl)cinnamamide (Compound 57) (266 mg) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06413947B1
Source datasetuspto-grants-2002_07
ORD IDord-d3c50d9dfb2942258ae3ee92ffdfab12
Source noteuspto-grants-2002_07