Réaction #5533

Équation de réaction

5-mercaptoimidazo[1,2-a]pyridine

1-bromo-3-chloropropane

triethylamine

→

desired product

Rendement 72.1%

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

Rendement 72.1%

Solvants

ethanol

Conditions de réaction

Traitement

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

Mode opératoire

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).

Source