반응 #6225

반응 방정식

4-(3-hydroxypropylthio)pyridine

triethylamine

methanesulfonyl chloride

2-thiophenemethylamine

→

desired compound

수율 29.1%

4-[3-[N-(2-thienylmethyl)amino]propylthio]pyridine

수율 29.1%

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 200 ml of methylene chloride were dissolved 10.34 g (61.1 mmol) of 4-(3-hydroxypropylthio)pyridine and 10.2 ml (73.3 mmol) of triethylamine, methanesulfonyl chloride [5.7 ml (73.3 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. To 8.05 g of the residue was added 3.3 ml (32.5 mmol) of 2-thiophenemethylamine. 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 2.5 g of the desired compound (yield: 29.1%, yellow oil).

출처