Reacción #1687640

Ecuación de reacción

Sodium hydrogen sulfide monohydrate

3 -(3-chloro-1,2,5-oxadiazol-4-yl) pyridine

Potassium carbonate

1-bromo-3-phenylpropane

→

title compound

3-(3-(3-phenylpropylthio)-1,2,5-oxadiazol-4-yl)pyridine

Disolventes

DMF

Water

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGthe reaction mixture was stirred for additionally 24 h
2. 2
   Extracciónextracted with ether
3. 3
   SecadoThe combined ether phases were dried
4. 4
   Otroevaporated
5. 5
   OtroPurification by column chromatography (SiO2, eluent: ethyl acetate/methylene chloride (1:1))

Procedimiento

Sodium hydrogen sulfide monohydrate (0.74 g, 10.5 mmol) was added to a solution of 3 -(3-chloro-1,2,5-oxadiazol-4-yl) pyridine (1.27, 7.0 mmol) in DMF (30 ml) at room temperature and the reaction mixture was stirred for 1 h. Potassium carbonate (2.0 g, 14.5 mmol) and 1-bromo-3-phenylpropane (2.4 g, 12 mmol) were added and the reaction mixture was stirred for additionally 24 h. Water (50 ml) was added and extracted with ether. The combined ether phases were dried and evaporated. Purification by column chromatography (SiO2, eluent: ethyl acetate/methylene chloride (1:1)) gave the title compound.

Fuente