Reacción #2297304

Ecuación de reacción

4-(3-aminopropylthio)pyridine dihydrochloride

triethylamine

benzoyl chloride

→

desired compound

Rendimiento 84.9%

4-[3-(benzoylamino)propylthio]pyridine

Rendimiento 84.9%

Disolventes

methylene chloride

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturacooling
2. 2
   workup.STIRRINGthe mixture stirred at room temperature for 30 minutes
3. 3
   LavadoThe reaction mixture was washed with an aqueous saturated sodium bicarbonate solution and water
4. 4
   Otrodried
5. 5
   workup.DISTILLATIONThe solvent was distilled off
6. 6
   OtroThe residue was purified by column chromatography (eluent: ethyl acetate)

Procedimiento

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 0.58 ml (4.96 mmol) of benzoyl chloride under ice-cooling with stirring and the mixture 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: ethyl acetate) to obtain 960 mg of the desired compound (84.9%, colorless needles), mp: 120.0-121.0° C.

Fuente