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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2072471Generated: October 27, 2026

Iodine → 1-[(3,4-Dihydro-2-naphthalenyl)methyl]-4-anilino isonipecotamide

https://huagongshe.com/reaction/2072471

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodineHCID 807—
ReactantSodium CarbonateHCID 10340—
Reactant4-Anilinopiperidine-4-carboxamideHCID 96428—
Reactant3-(Chloromethyl)-1,2-dihydronaphthaleneHCID 12771433—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
Product1-[(3,4-Dihydro-2-naphthalenyl)methyl]-4-anilino isonipecotamideHCID 21408223—

Reaction Steps

A mixture of 4-anilino isonipecotamide (5.5 g), 3,4-dihydro-2-chloromethylnaphthalene (4.0 g), and powdered sodium carbonate (3.5 g) in toluene (200 ml) containing several crystals of iodine is refluxed for 14 hours with vigorous stirring under nitrogen. The reaction mixture is then cooled, diluted with methylene chloride (100 ml), and filtered. The filtrate is concentrated and the crude product triturated with ethyl acetate (100 ml) to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04051248
Source datasetuspto-grants-1977_09
ORD IDord-489e56ecdefa4457972d39fdb2be6887
Source noteuspto-grants-1977_09