반응 #5548

반응 방정식

5-mercaptoimidazo[1,2-a]pyridine

N-[4-(bromo)butyl]phthalimide

triethylamine

→

desired product

수율 64.1%

5-[4-(phthalimido)butylthio]imidazo[1,2-a]pyridine

수율 64.1%

용매

ethanol

반응 조건

후처리

1. 1
   온도heated
2. 2
   온도at reflux for 45 minutes
3. 3
   workup.DISTILLATIONAfter the solvent was distilled off
4. 4
   workup.ADDITIONchloroform was added to the residue, which
5. 5
   세척was washed with saturated saline
6. 6
   건조dried over anhydrous magnesium sulfate
7. 7
   workup.DISTILLATIONthe solvent was distilled off
8. 8
   기타Then, the residue was purified by column chromatography (eluent: ethyl acetate)

실험 절차

To a suspension of 5-mercaptoimidazo[1,2-a]pyridine (3.00g, 20 mmoles) and N-[4-(bromo)butyl]phthalimide (6.21 g, 22 mmoles) in ethanol (200 ml) was added triethylamine (4.2 ml, 30 mmoles) and the mixture was stirred at room temperature for 1 hour and heated at reflux for 45 minutes. After the solvent was distilled off, chloroform was added to the residue, which was washed with saturated saline, dried over anhydrous magnesium sulfate and the solvent was distilled off. Then, the residue was purified by column chromatography (eluent: ethyl acetate) to obtain 4.50 g of the desired product (64.1%, pale yellow crystals).

출처