反応 #1464816

反応方程式

2-(4-methylphenyl)-3-oxo-butyronitrile

ethanol

2,2-diethoxyethylhydrazine

hydrogen chloride

→

title compound

収率 72.3%

7-(4-Methylphenyl)-6-methyl-1H-imidazo[1,2-b]pyrazole

収率 72.3%

溶媒

diethyl ether

dioxane

反応条件

後処理

1. 1
   温度was heated
2. 2
   温度under reflux for 7 hours
3. 3
   温度the whole mixture was heated
4. 4
   温度under reflux for a further 30 minutes
5. 5
   温度After the mixture had been cooled
6. 6
   その他to precipitate crystals
7. 7
   ろ過These were collected by filtration
8. 8
   その他partitioned between ethyl acetate and dilute aqueous ammonia
9. 9
   その他The organic phase was separated
10. 10
    洗浄washed with water
11. 11
    乾燥dried over anhydrous magnesium sulfate
12. 12
    その他The solvent was then removed by distillation under reduced pressure
13. 13
    その他to leave a residue, which
14. 14
    その他was recrystallized from a mixture of ethyl acetate and hexane

実験手順

A mixture of 1.7 g of 2-(4-methylphenyl)-3-oxo-butyronitrile, 20 ml of ethanol and 1.5 g of 2,2-diethoxyethylhydrazine was heated under reflux for 7 hours. At the end of this time, 30 ml of 4N hydrogen chloride in dioxane were added, and then the whole mixture was heated under reflux for a further 30 minutes. After the mixture had been cooled, diethyl ether was added to precipitate crystals. These were collected by filtration and partitioned between ethyl acetate and dilute aqueous ammonia. The organic phase was separated, washed with water and dried over anhydrous magnesium sulfate. The solvent was then removed by distillation under reduced pressure, to leave a residue, which was recrystallized from a mixture of ethyl acetate and hexane, to give 1.5 g of the title compound. The physical and chemical properties of this compound were the same as those of the compound prepared as described in Example 36.

出典