反応 #6206

反応方程式

4-(3-aminopropylthio)pyridine dihydrochloride

triethylamine

4-n-butoxybenzoyl chloride

→

desired compound

収率 76.9%

4-[3-(4-n-butoxybenzoylamino)propylthio]pyridine hydrochloride

収率 76.9%

溶媒

methylene chloride

反応条件

後処理

1. 1
   温度cooling
2. 2
   workup.STIRRINGthe mixture was stirred at room temperature for 30 minutes
3. 3
   洗浄The reaction mixture was washed with an aqueous saturated sodium bicarbonate solution and water
4. 4
   その他dried
5. 5
   workup.DISTILLATIONThe solvent was distilled off
6. 6
   その他The residue was purified by column chromatography (eluent: ethyl acetate)

実験手順

To a solution of 1.00 g (4.15 mmol) of 4-(3-aminopropylthio)pyridine dihydrochloride and 2.78 ml (19.9 mmol) of triethylamine in 40 ml of methylene chloride was added 0.94 ml (4.96 mmol) of 4-n-butoxybenzoyl 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 1.10 g of the desired compound (free base) (76.9%, colorless powder), mp: 98.0°-99.0° C.

出典