Reacción #5536

Ecuación de reacción

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

triethylamine

ethanesulfonyl chloride

→

desired product

Rendimiento 78.2%

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

Rendimiento 78.2%

Disolventes

methylene chloride

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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).

Fuente