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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2211049Generated: October 28, 2026

Ethylenediamine → N-(2-cyano-5-pyridylmethyl)ethylenediamine

https://huagongshe.com/reaction/2211049

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylenediamineHCID 3301—
Reactant5-(Chloromethyl)pyridine-2-carbonitrileHCID 14405123—
SolventAcetonitrileHCID 6342—
ProductN-(2-cyano-5-pyridylmethyl)ethylenediamineHCID 1393356084.7%

Reaction Steps

A solution of 2-cyano-5-pyridylmethyl chloride (4.6 g) in acetonitrile (20 ml) was added dropwise to a solution of ethylenediamine (9 g) in acetonitrile (50 ml) at 5° to 10° C. After the addition, the mixture was stirred at room temperature for 3 hours. Acetonitrile and the excess of ethylenediamine were distilled off under reduced pressure from the reaction mixture. Dichloromethane was added to the residue, and a portion of it soluble in dichloromethane was separated. Dichloromethane was distilled off under reduced pressure. Volatile materials were removed at 50° C. and 1 mmHg to give N-(2-cyano-5-pyridylmethyl)ethylenediamine (4.5 g)as a colorless oil. nD20 =1.5718

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05461167
Source datasetuspto-grants-1995_10
ORD IDord-471a20c48f0e4f7fb140810c52e804cd
Source noteuspto-grants-1995_10