Reaktion #5536

Reaktionsgleichung

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

triethylamine

ethanesulfonyl chloride

→

desired product

Ausbeute 78.2%

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

Ausbeute 78.2%

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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).

Quelle