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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 485809Generated: October 26, 2026

Sodium ethoxide → 4-[2-(1-Ethyl-4,5-dihydro-imidazol-2-yl)ethyl]-pyridine

https://huagongshe.com/reaction/485809

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ethoxideHCID 2723922—
Reactant4-PyridinepropanenitrileHCID 7330461—
ReactantN-ethyl-1,2-diaminoethane mono-p-toluenesulfonateHCID 20239798—
SolventEthanolHCID 702—
Product4-[2-(1-Ethyl-4,5-dihydro-imidazol-2-yl)ethyl]-pyridineHCID 1372673660%

Reaction Conditions

Temperature190 °C

Reaction Steps

A mixture of 4-(2-cyanoethyl)pyridine (1.32 g, 0.01M) and N-ethyl-1,2-diaminoethane mono-p-toluenesulfonate (5.5 g, 0.02M) were heated at 190° C. for 4 hrs under nitrogen. The reaction mixture was dissolved in ethanol (30 ml) and sodium ethoxide (0.02M) in ethanol (50 ml) was added. The mixture was filtered and the filtrate was stripped to dryness and distilled at 130° C./0.2 mmHg to yield 4-[2-(1-ethyl-4,5-dihydro-imidazol-2-yl)ethyl]-pyridine (1.2 g, 60% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04537969
Source datasetuspto-grants-1985_08
ORD IDord-4c2555b3c17d415e93a0b6b88e44caf0
Source noteuspto-grants-1985_08