Reaktion #5539

Reaktionsgleichung

water

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

triethylamine

acetyl chloride

→

desired product

Ausbeute 66.8%

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

Ausbeute 66.8%

Lösungsmittel

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooling
2. 2
   workup.STIRRINGthe mixture was stirred at room temperature for 4 hours
3. 3
   Extraktionextracted with chloroform
4. 4
   WaschenThe chloroform layer was washed with saturated saline
5. 5
   Trocknendried over anhydrous magnesium sulfate
6. 6
   workup.DISTILLATIONAfter the solvent was distilled off
7. 7
   Sonstigethe residue was purified by column chromatography (eluent: ethanol/ethyl acetate=1:3)

Vorschrift

To a solution of 5-[2-(amino)ethylthio]imidazo[1,2-a]pyridine dihydrochloride (2.66 g, 10 mmoles) and triethylamine (4.32 ml, 31 mmoles) in N,N-dimethylformamide (24 ml) was added acetyl chloride (0.71 ml, 10 mmoles) under ice-cooling with stirring and the mixture was stirred at room temperature for 4 hours. The reaction mixture was poured into water and extracted with chloroform. The chloroform layer was washed with saturated saline and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was purified by column chromatography (eluent: ethanol/ethyl acetate=1:3) to obtain 1.57 g of the desired product (66.8%, colorless crystals).

Quelle