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

HRID 485809

Reaktionsgleichung

Reaktionsgleichung von HRID 485809
[C:1]([CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][N:8]=[CH:7][CH:6]=1)#N.C1(C)C=CC(S(O)(=O)=O)=CC=1.[CH2:22]([NH:24][CH2:25][CH2:26][NH2:27])[CH3:23].[O-]CC.[Na+]>C(O)C>[CH2:22]([N:24]1[CH2:25][CH2:26][N:27]=[C:1]1[CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][N:8]=[CH:7][CH:6]=1)[CH3:23]

Komponenten

5

Edukt 3

HCID 2723922Sodium ethoxideHCID 73304614-PyridinepropanenitrileHCID 20239798N-ethyl-1,2-diaminoethane mono-p-toluenesulfonate

Produkt 1

HCID 137267364-[2-(1-Ethyl-4,5-dihydro-imidazol-2-yl)ethyl]-pyridineAusbeute 60 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Reaktionsbedingungen

Temperatur
190 °C

Versuchsvorschrift

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).

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. distillationdistilled at 130° C./0.2 mmHg

Quellen und Nachweise

ORD-Eintrag
ord-4c2555b3c17d415e93a0b6b88e44caf0
Quelldatensatz
uspto-grants-1985_08
Patentnummer
US04537969

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