Réaction #5536

Équation de réaction

5-[2-(amino)ethylthio]imidazo[1,2-a]pyridine

triethylamine

ethanesulfonyl chloride

→

desired product

Rendement 78.2%

5-[2-(ethylsulfonylamino)ethylthio]imidazo[1,2-a]pyridine

Rendement 78.2%

Solvants

methylene chloride

Conditions de réaction

Traitement

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature for 1 hour
2. 2
   LavageThe reaction mixture was washed in turn with an aqueous saturated sodium bicarbonate solution and water
3. 3
   Séchagedried over anhydrous magnesium sulfate
4. 4
   workup.DISTILLATIONthe solvent was distilled off
5. 5
   AutreThe residue was purified by column chromatography (eluent: ethanol/ethyl acetate=1:5)

Mode opératoire

To a solution of 5-[2-(amino)ethylthio]imidazo[1,2-a]pyridine (1.93 g, 10 mmoles) and triethylamine (1.53 ml, 11 mmoles) in methylene chloride (100 ml) was added ethanesulfonyl chloride (0.95 ml, 10 mmoles) at room temperature with stirring and the mixture was stirred at room temperature for 1 hour. The reaction mixture was washed in turn with an aqueous saturated sodium bicarbonate solution and water and dried over anhydrous magnesium sulfate, and then the solvent was distilled off. The residue was purified by column chromatography (eluent: ethanol/ethyl acetate=1:5) to obtain 2.23 g of the desired product (78.2%, colorless crystals).

Source