반응 #5525

반응 방정식

cysteamine hydrochloride

sodium hydride

5-chloro-2-methylimidazo[1,2-a]pyridine

→

desired product

수율 53.6%

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

수율 53.6%

용매

ethanol

반응 조건

후처리

1. 1
   온도cooling
2. 2
   workup.STIRRINGthe mixture was stirred for 5 minutes
3. 3
   온도by heating
4. 4
   온도at reflux for 3 hours
5. 5
   workup.DISTILLATIONAfter the solvent was distilled off
6. 6
   workup.ADDITIONchloroform was added to the residue which
7. 7
   세척was washed with 1N-NaOH
8. 8
   건조dried over anhydrous potassium carbonate
9. 9
   workup.DISTILLATIONAfter the solvent was distilled off
10. 10
    기타the residue was purified by column chromatography (eluent: ethyl acetate/ethanol/triethylamine=6:2:1)

실험 절차

To a suspension of cysteamine hydrochloride (2.95 g, 26 mmoles) in ethanol (100 ml) was added 60% sodium hydride (oily; 2.08 g, 26 mmoles) with stirring under ice-cooling and the mixture was stirred for 5 minutes. 5-chloro-2-methylimidazo[1,2-a]pyridine (3.33 g, 20 mmoles) was added to the mixture, followed by heating at reflux for 3 hours. After the solvent was distilled off, chloroform was added to the residue which was washed with 1N-NaOH and dried over anhydrous potassium carbonate. After the solvent was distilled off, the residue was purified by column chromatography (eluent: ethyl acetate/ethanol/triethylamine=6:2:1) to obtain 2.2 g of the desired product (53.6%, brown oily product).

출처