Reaktion #6201

Reaktionsgleichung

4-(3-aminopropylthio)pyridine dihydrochloride

triethylamine

4-anisoyl chloride

→

desired compound

Ausbeute 78.9%

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

Ausbeute 78.9%

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooling
2. 2
   workup.STIRRINGthe mixture was stirred for 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: ethyl acetate)
7. 7
   Sonstigeto obtain the powder which
8. 8
   Waschenwas washed with ether
9. 9
   Sonstigedried

Vorschrift

To a solution of 1.00 g (4.15 mmol) of 4-(3-aminopropylthio)pyridine dihydrochloride and 2.77 ml (19.8 mmol) of triethylamine in 40 ml of methylene chloride was added 846 mg (4.96 mmol) of 4-anisoyl chloride under ice-cooling with stirring and the mixture was stirred for 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: ethyl acetate) to obtain the powder which was washed with ether and dried to obtain 990 mg of the desired compound (78.9%, colorless powder), mp: 121.0°-122.0° C.

Quelle