تفاعل #5539

معادلة التفاعل

water

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

triethylamine

acetyl chloride

→

desired product

المردود 66.8%

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

المردود 66.8%

المذيبات

N,N-dimethylformamide

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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).

المصدر