Reaktion #6180

Reaktionsgleichung

Triethylamine

2-mercaptopyridine

N-(2-bromoethyl)phthalimide

→

desired compound

Ausbeute 46.9%

2-(2-phthalimidoethylthio)pyridine

Ausbeute 46.9%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was heated
2. 2
   Temperaturunder reflux for 2 hours
3. 3
   workup.DISTILLATIONThe solvent was distilled off
4. 4
   workup.ADDITIONchloroform was added to the residue
5. 5
   Waschenthe mixture was washed with water
6. 6
   Trocknendried over anhydrous magnesium sulfate
7. 7
   workup.DISTILLATIONThe solvent was distilled off
8. 8
   Sonstigethe residue was purified by column chromatography (eluent: ethyl acetate/n-hexane=1:2)

Vorschrift

Triethylamine [12.54 ml (90 mmol)] was added to a suspension of 6.67 g (60 mmol) of 2-mercaptopyridine and 15.24 g (60 mmol) of N-(2-bromoethyl)phthalimide in 200 ml of ethanol and stirred at room temperature for 24 hours. The mixture was heated under reflux for 2 hours. The solvent was distilled off, chloroform was added to the residue, and the mixture was washed with water and dried over anhydrous magnesium sulfate. The solvent was distilled off and the residue was purified by column chromatography (eluent: ethyl acetate/n-hexane=1:2) to obtain 8.00 g of the desired compound (46.9%, colorless crystals).

Quelle