Reaktion #6186

Reaktionsgleichung

4-(3-aminopropylthio)pyridine dihydrochloride

triethylamine

butyryl chloride

→

desired compound

Ausbeute 91.1%

4-[3-(butyrylamino)propylthio]pyridine

Ausbeute 91.1%

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 an aqueous saturated sodium bicarbonate solution and water
4. 4
   Sonstigedried
5. 5
   workup.DISTILLATIONThe solvent was distilled off
6. 6
   SonstigeThe residue was purified by column chromatography (eluent: methanol/ethyl acetate=1:1)

Vorschrift

To a solution of 700 mg (2.90 mmol) of 4-(3-aminopropylthio)pyridine dihydrochloride and 1.62 ml (11.6 mmol) of triethylamine in 30 ml of methylene chloride was added 0.36 ml (3.48 mmol) of butyryl chloride under ice-cooling with stirring and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was washed with an aqueous saturated sodium bicarbonate solution and water and dried. The solvent was distilled off. The residue was purified by column chromatography (eluent: methanol/ethyl acetate=1:1) to obtain 630 mg of the desired compound (91.1%, pale yellow oil).

Quelle