반응 #6204

반응 방정식

4-(3-aminopropylthio)pyridine dihydrochloride

triethylamine

3,5-dimethoxybenzoyl chloride

→

desired compound

수율 87.7%

4-[3-(3,5-dimethoxybenzoylamino)propylthio]pyridine

수율 87.7%

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)

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 995 mg (4.96 mmol) of 3,5-dimethoxybenzoyl 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 1.21 g of the desired compound (87.7%, pale yellow powder), mp: 110.0°-111.0° C.

출처