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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 364710Generated: October 29, 2026

1,2-Ethanediamine, 4-methylbenzenesulfonate (1:?) → 4-[3-(4,5-dihydro-1H-imidazol-2-yl)propyl]piperidine

https://huagongshe.com/reaction/364710

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-Ethanediamine, 4-methylbenzenesulfonate (1:?)HCID 225030—
Reactant4-(3-Cyanopropyl)-1-piperidinecarboxaldehydeHCID 20239759—
ReactantHCID 178418582HCID 178418582—
SolventEthanolHCID 702—
Product4-[3-(4,5-dihydro-1H-imidazol-2-yl)propyl]piperidineHCID 1328118972.5%

Reaction Conditions

Temperature200 °C

Reaction Steps

To 4-(3-cyanopropyl)-1-piperidinecarboxaldehyde (10 g, 0.055M), there was added ethylenediamine p-toluenesulfonate (30 g, 0.129M) and the mixture was heated at 200° C. for 41/2 hours. The reaction mixture was dissolved in ethanol (100 ml), basified with MeONa (0.26M), filtered and stripped to dryness. The residue was distilled at 170° C., 0.025 mmHg to give 4-[3-(4,5-dihydro-1H-imidazol-2-yl)propyl]piperidine (7.86 g, 72% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04605744
Source datasetuspto-grants-1986_08
ORD IDord-1f60c9de2e66477588ee22b0a41547e8
Source noteuspto-grants-1986_08