Reaktion #11546

Reaktionsgleichung

Ethylenediamine

4-bromopyridine hydrochloride

potassium carbonate

→

titled compound

Ausbeute 77.0%

N-(4-Pyridyl)ethylenediamine

Ausbeute 77.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture was refluxed for 1.5 hours
2. 2
   FiltrationThen, the solid was filtered out
3. 3
   Waschenwashed with toluene and 2-propanol successively
4. 4
   EinengenThe filtrate was concentrated under reduced pressure
5. 5
   Sonstigethe residue was purified by basic silica gel column chromatography
6. 6
   Filtrationthe resulting solid was filtered off with diisopropyl ether

Vorschrift

Ethylenediamine (10.4 ml, 155 mmol) was added to 4-bromopyridine hydrochloride (3.00 g, 15.5 mmol) under a nitrogen atmosphere, and the mixture was refluxed for 1.5 hours. The temperature was cooled to room temperature, potassium carbonate (8.57 g, 62.0 mmol) was added to the reaction mixture, and the whole was stirred for 10 minutes. Then, the solid was filtered out and washed with toluene and 2-propanol successively. The filtrate was concentrated under reduced pressure, the residue was purified by basic silica gel column chromatography, and the resulting solid was filtered off with diisopropyl ether to give 1.63 g (77%) of the titled compound as a pale yellow solid.

Quelle