반응 #6212

반응 방정식

4-(3-aminopropylthio)pyridine dihydrochloride

triethylamine

2-thenoyl chloride

→

desired compound

수율 70.5%

4-[3-(2-thenoylamino)propylthio]pyridine

수율 70.5%

용매

methylene chloride

반응 조건

후처리

1. 1
   온도cooling
2. 2
   workup.STIRRINGThe mixture was stirred at room temperature for 30 minutes
3. 3
   세척The reaction mixture was washed with a saturated aqueous solution of sodium bicarbonate and water
4. 4
   기타dried
5. 5
   workup.DISTILLATIONthe solvent was distilled off
6. 6
   기타The residue was purified by column chromatography (eluent: methanol/ethyl acetate=1:20)
7. 7
   기타to obtain powder
8. 8
   기타The powder was recrystallized from methanol/ethyl acetate (=1:20)

실험 절차

To a solution of 10.0 g (41.5 mmol) of 4-(3-aminopropylthio)pyridine dihydrochloride and 27.7 ml (200 mmol) of triethylamine in 100 ml of methylene chloride, 5.35 ml (50.0 mmol) of 2-thenoyl chloride was added under ice-cooling with stirring. 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, and then the solvent was distilled off. The residue was purified by column chromatography (eluent: methanol/ethyl acetate=1:20) to obtain powder. The powder was recrystallized from methanol/ethyl acetate (=1:20) to obtain 8.05 g of the desired compound (yield: 70.5%, yellow prisms).

출처