반응 #5553

반응 방정식

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

triethylamine

methanesulfonyl chloride

→

desired product

수율 50.8%

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

수율 50.8%

용매

methylene chloride

반응 조건

후처리

1. 1
   온도cooling
2. 2
   workup.STIRRINGthe mixture was stirred under ice-
3. 3
   온도cooling for 1 hour
4. 4
   세척The reaction mixture was washed in turn with an aqueous saturated sodium bicarbonate solution and saturated saline
5. 5
   건조dried over anhydrous magnesium sulfate
6. 6
   workup.DISTILLATIONAfter the solvent was distilled off
7. 7
   기타the residue was purified by column chromatography (eluent: ethyl acetate)

실험 절차

To a solution of 5-[4-(amino)butylthio]imidazo[1,2-a]pyridine (440 mg, 1.99 mmoles) and triethylamine (0.42 ml, 3.01 mmoles) in methylene chloride (20 ml) was added methanesulfonyl chloride (0.19 ml, 2.45 mmoles) under ice-cooling with stirring and the mixture was stirred under ice-cooling for 1 hour. The reaction mixture was washed in turn with an aqueous saturated sodium bicarbonate solution and saturated saline and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was purified by column chromatography (eluent: ethyl acetate) to obtain 302 mg of the desired product (50.8%, light red brown solid).

출처