反応 #5568

反応方程式

5-mercaptoimidazo[1,2-a]pyridine

sodium methylate

3-methylsulfonylamino-1-methylsulfonyloxypropane

→

desired product

収率 47.5%

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

収率 47.5%

溶媒

ethanol

反応条件

後処理

1. 1
   温度the mixture was heated
2. 2
   温度under reflux for 16 hours
3. 3
   温度After cooling
4. 4
   workup.DISTILLATIONthe solvent was distilled off
5. 5
   workup.DISSOLUTIONThe residue was dissolved in chloroform
6. 6
   洗浄washed with an aqueous saturated sodium bicarbonate solution
7. 7
   その他dried
8. 8
   workup.DISTILLATIONAfter the solvent was distilled off
9. 9
   その他the residue was purified by column chromatography [eluent: ethyl acetate/ethanol (50:1)]

実験手順

To a solution of 5-mercaptoimidazo[1,2-a]pyridine (1.50 g, 10 mmoles) and 4M sodium methylate (2.93 ml, 12 mmoles) in ethanol (50 ml) was added 3-methylsulfonylamino-1-methylsulfonyloxypropane (2.77 g, 12 mmoles) at room temperature and the mixture was heated under reflux for 16 hours. After cooling, the solvent was distilled off. The residue was dissolved in chloroform, washed with an aqueous saturated sodium bicarbonate solution and dried. After the solvent was distilled off, the residue was purified by column chromatography [eluent: ethyl acetate/ethanol (50:1)] to obtain 1.34 g of the desired product (47.5%, pale yellow crystals).

出典