反応 #6199

反応方程式

4-(3-aminopropylthio)pyridine dihydrochloride

triethylamine

cinnamoyl chloride

→

desired compound

収率 88.8%

4-[3-(cinnamoylamino)propylthio]pyridine hydrochloride

収率 88.8%

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: methanol/ethyl acetate=1:10)
7. 7
   その他to obtain the powder which
8. 8
   洗浄was washed with ether
9. 9
   その他dried

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 830 mg (4.98 mmol) of cinnamoyl 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: methanol/ethyl acetate=1:10) to obtain the powder which was washed with ether and dried to obtain 1.10 g of the desired compound (free base) (88.8%, colorless powder), mp: 116.0°-11.7° C.

出典