反応 #5531

反応方程式

5-chloroimidazo[1,2-a]pyridine

potassium hydroxide

dimethylsulfoxide

S-[3-(amino)propyl]isothiourea.dihydrobromide

→

desired product

収率 64.3%

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

収率 64.3%

溶媒

Water

反応条件

後処理

1. 1
   workup.STIRRINGby stirring at room temperature for 1.5 hours
2. 2
   workup.STIRRINGadditional stirring at 65° C. for 20 hours
3. 3
   抽出was extracted with chloroform
4. 4
   洗浄washed several times with 1N-sodium chloride
5. 5
   乾燥dried over anhydrous magnesium sulfate
6. 6
   workup.DISTILLATIONAfter the solvent was distilled off

実験手順

To a mixed solution of 10% potassium hydroxide (69.3 g, 105 mmoles) and dimethylsulfoxide (50 ml) was added S-[3-(amino)propyl]isothiourea.dihydrobromide (8.85 g, 39 mmoles) and the mixture was stirred at room temperature for 1.5 hours. To the reaction solution was added 5-chloroimidazo[1,2-a]pyridine (3.05 g, 20 mmoles), followed by stirring at room temperature for 1.5 hours and additional stirring at 65° C. for 20 hours. Water was added to the reaction solution, which was extracted with chloroform, washed several times with 1N-sodium chloride and dried over anhydrous magnesium sulfate. After the solvent was distilled off to obtain 2.66 g of the desired product (64.3%, pale yellow oily product).

出典