반응 #6202

반응 방정식

4-(3-aminopropylthio)pyridine dihydrochloride

triethylamine

4-toluoyl chloride

→

desired compound

수율 76.6%

4-[3-(4-methylbenzoylamino)propylthio]pyridine

수율 76.6%

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 an aqueous saturated sodium bicarbonate solution and water
4. 4
   기타dried
5. 5
   workup.DISTILLATIONThe solvent was distilled off
6. 6
   기타The residue was purified by column chromatography (eluent: ethyl acetate)
7. 7
   기타to obtain the powder which
8. 8
   세척was washed with ether
9. 9
   기타dried

실험 절차

To a solution of 1.00 g (4.15 mmol) of 4-(3-aminopropylthio)pyridine dihydrochloride and 2.77 ml (19.8 mmol) of triethylamine in 40 ml of methylene chloride was added 0.65 ml (4.96 mmol) of 4-toluoyl chloride under ice-cooling with stirring and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was washed with an aqueous saturated sodium bicarbonate solution and water and dried. The solvent was distilled off. The residue was purified by column chromatography (eluent: ethyl acetate) to obtain the powder which was washed with ether and dried to obtain 910 mg of the desired compound (76.6%, colorless powder), mp: 110.0°-111.0° C.

출처