반응 #6228

반응 방정식

benzylamine

4-(3-hydroxypropylthio)pyridine

triethylamine

methanesulfonyl chloride

→

desired compound

수율 16.1%

4-[3-(N-benzylamino)propylthio]pyridine

수율 16.1%

용매

methylene chloride

반응 조건

후처리

1. 1
   workup.ADDITIONwas added
2. 2
   세척The reaction mixture was washed with a saturated aqueous solution of sodium bicarbonate and water
3. 3
   기타dried
4. 4
   workup.DISTILLATIONThen the solvent was distilled off
5. 5
   온도the mixture was heated at 80° C. for 3 hours
6. 6
   온도After cooling
7. 7
   기타the mixture was purified by column chromatography (eluent: chloroform /methanol=25:1)

실험 절차

In 150 ml of methylene chloride were dissolved 5.22 g (30.8 mmol) of 4-(3-hydroxypropylthio)pyridine and 5.16 ml (37.0 mmol) of triethylamine, methanesulfonyl chloride [2.86 ml (37.0 mmol)] was added, and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was washed with a saturated aqueous solution of sodium bicarbonate and water and dried. Then the solvent was distilled off. 2.62 ml (24.0 mmol) of benzylamine was added to the residue, and the mixture was heated at 80° C. for 3 hours. After cooling, the mixture was purified by column chromatography (eluent: chloroform /methanol=25:1) to obtain 1.0 g of the desired compound (yield: 16.1%, yellow oil).

출처