反応 #5548

反応方程式

5-mercaptoimidazo[1,2-a]pyridine

N-[4-(bromo)butyl]phthalimide

triethylamine

→

desired product

収率 64.1%

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

収率 64.1%

溶媒

ethanol

反応条件

後処理

1. 1
   温度heated
2. 2
   温度at 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
   洗浄was washed with saturated saline
6. 6
   乾燥dried over anhydrous magnesium sulfate
7. 7
   workup.DISTILLATIONthe solvent was distilled off
8. 8
   その他Then, the residue was purified by column chromatography (eluent: ethyl acetate)

実験手順

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).

出典