Reacción #5533

Ecuación de reacción

5-mercaptoimidazo[1,2-a]pyridine

1-bromo-3-chloropropane

triethylamine

→

desired product

Rendimiento 72.1%

5-[3-(chloro)propylthio]imidazo[1,2-a]pyridine

Rendimiento 72.1%

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.DISTILLATIONAfter the solvent was distilled off
2. 2
   workup.ADDITIONchloroform was added to the residue, which
3. 3
   Lavadowas washed with water
4. 4
   Secadodried over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONAfter the solvent was distilled off
6. 6
   Otrothe residue was purified by column chromatography (eluent: ethyl acetate)

Procedimiento

To a suspension of 5-mercaptoimidazo[1,2-a]pyridine (5.02 g, 33.4 mmoles) and 1-bromo-3-chloropropane (5.26 g, 33.4 mmoles) in ethanol (100 ml) was added triethylamine (4.66 ml, 33.4 mmoles) and the mixture was stirred at room temperature for 17 hours. After the solvent was distilled off, chloroform was added to the residue, which was washed with water and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was purified by column chromatography (eluent: ethyl acetate) to obtain 5.46 g of the desired product (72.0%, light brown oily product).

Fuente