Reaktion #6230

Reaktionsgleichung

4-[3-(N-benzylamino)propylthio] pyridine dihydrochloride

triethylamine

benzoyl chloride

→

desired compound

Ausbeute 50.4%

4-[3-(N-benzyl-N-benzoylamino)propylthio]pyridine hydrochloride

Ausbeute 50.4%

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooling
2. 2
   workup.STIRRINGThe mixture was stirred at room temperature for 30 minutes
3. 3
   WaschenThe reaction mixture was washed with a saturated aqueous solution of sodium bicarbonate and water
4. 4
   Sonstigedried
5. 5
   workup.DISTILLATIONthe solvent was distilled off
6. 6
   SonstigeThe residue was purified by column chromatography (eluent: ethyl acetate)

Vorschrift

To a solution of 400 mg (1.21 mmol) of 4-[3-(N-benzylamino)propylthio] pyridine dihydrochloride and 0.55 ml (4.00 mmol) of triethylamine in 5 ml of methylene chloride, 0.17 ml (1.45 mmol) of benzoyl chloride was added under ice-cooling with stirring. The mixture was stirred at room temperature for 30 minutes. The reaction mixture was washed with a saturated aqueous solution of sodium bicarbonate and water and dried, and then the solvent was distilled off. The residue was purified by column chromatography (eluent: ethyl acetate) to obtain 0.22 g of the desired compound (yield: 50.4%, yellow oil).

Quelle