Реакция #5533

Уравнение реакции

5-mercaptoimidazo[1,2-a]pyridine

1-bromo-3-chloropropane

triethylamine

→

desired product

Выход 72.1%

5-[3-(chloro)propylthio]imidazo[1,2-a]pyridine

Выход 72.1%

Растворители

ethanol

Условия реакции

Обработка

1. 1
   workup.DISTILLATIONAfter the solvent was distilled off
2. 2
   workup.ADDITIONchloroform was added to the residue, which
3. 3
   Промывкаwas washed with water
4. 4
   Сушкаdried over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONAfter the solvent was distilled off
6. 6
   Другоеthe residue was purified by column chromatography (eluent: ethyl acetate)

Методика

To a suspension of 5-mercaptoimidazo[1,2-a]pyridine (5.02 g, 33.4 mmoles) and 1-bromo-3-chloropropane (5.26 g, 33.4 mmoles) in ethanol (100 ml) was added triethylamine (4.66 ml, 33.4 mmoles) and the mixture was stirred at room temperature for 17 hours. After the solvent was distilled off, chloroform was added to the residue, which was washed with water and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was purified by column chromatography (eluent: ethyl acetate) to obtain 5.46 g of the desired product (72.0%, light brown oily product).

Источник