Reaktion #6185

Reaktionsgleichung

4-(3-aminopropylthio)pyridine dihydrochloride

triethylamine

propionyl chloride

→

desired compound

Ausbeute 74.2%

4-[3-(propionylamino)propylthio]-pyridine

Ausbeute 74.2%

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe reaction solution was washed with an aqueous saturated sodium bicarbonate solution and water
2. 2
   Sonstigedried
3. 3
   workup.DISTILLATIONThe solvent was distilled off
4. 4
   SonstigeThe residue was purified by column chromatography (eluent: methanol/ethyl acetate=1:10)
5. 5
   Sonstigeto obtain the powder which
6. 6
   Waschenwas washed with ether
7. 7
   Sonstigedried

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 0.30 ml (3.48 mmol) of propionyl chloride and the mixture was stirred at room temperature for 30 minutes. The reaction solution 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=1:10) to obtain the powder which was washed with ether and dried to obtain 483 mg of the desired compound (74.2%, yellow prisms), mp: 50.0°-51.0° C.

Quelle