반응 #5539

반응 방정식

water

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

triethylamine

acetyl chloride

→

desired product

수율 66.8%

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

수율 66.8%

용매

N,N-dimethylformamide

반응 조건

후처리

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

실험 절차

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).

출처