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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2420532Generated: October 26, 2026

Dimethylformamide → 5-(Indol-3-ylmethyl)-3-[3-(4-phenyl-1-piperidyl)propyl]hydantoin

https://huagongshe.com/reaction/2420532

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-(3-Chloropropyl)-4-phenylpiperidineHCID 203689—
Reactant5-(1h-Indol-3-ylmethyl)imidazolidine-2,4-dioneHCID 242867—
ReactantSodium ethoxideHCID 2723922—
SolventEthanolHCID 702—
Product5-(Indol-3-ylmethyl)-3-[3-(4-phenyl-1-piperidyl)propyl]hydantoinHCID 20312088—

Reaction Steps

A mixture of 5-(indol-3-ylmethyl)hydantoin (6.4 g, 0.028 mole), 1-(3-chloropropyl)-4-phenylpiperidine (6.6 g, 0.028 mole) and 200 ml of DMF in 200 ml of anhydrous C2H5OH and 0.028 mole of NaOC2H5 was heated under reflux with stirring for 10 hours. The mixture was filtered and the filtrate was diluted with H2O. The solid was collected and twice recrystallized from aqueous C2H5OH, yield 2.0 g, mp 179°-80°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04110536
Source datasetuspto-grants-1978_08
ORD IDord-2790ea9f42f44c8e8957db5bb79757ec
Source noteuspto-grants-1978_08