反応 #4458

反応方程式

N-amino-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride

sodium hydroxide

4-fluorophenyl isothiocyanate

→

N-[[(4-fluorophenyl)thiocarbamoyl]amino]-4-phenyl-1,2,3,6-tetrahydropyridine

収率 64.4%

溶媒

dioxane

water

dioxane

反応条件

後処理

1. 1
   温度cooling
2. 2
   温度cooling
3. 3
   その他The reaction mixture was evaporated in vacuo
4. 4
   抽出the residue was extracted several times with ethyl acetate
5. 5
   抽出The combined extract
6. 6
   洗浄was washed with water
7. 7
   乾燥dried over magnesium sulfate
8. 8
   その他evaporated in vacuo
9. 9
   その他to give a crude product, which
10. 10
    その他was recrystallized from ethyl acetate

実験手順

To a stirred solution of N-amino-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride (1.05 g) in a mixture of dioxane (10 ml) and water (5 ml) was added 1N sodium hydroxide solution (5 ml) under ice-bath cooling, and then a solution of 4-fluorophenyl isothiocyanate (1.15 g) in dioxane (5 ml) was added thereto. The mixture was stirred for 5 hours under ice-bath cooling. The reaction mixture was evaporated in vacuo and the residue was extracted several times with ethyl acetate. The combined extract was washed with water, dried over magnesium sulfate and evaporated in vacuo to give a crude product, which was recrystallized from ethyl acetate to give N-[[(4-fluorophenyl)thiocarbamoyl]amino]-4-phenyl-1,2,3,6-tetrahydropyridine (1.05 g).

出典