反应 #1464816

反应方程式

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

ethanol

2,2-diethoxyethylhydrazine

hydrogen chloride

→

title compound

收率 72.3%

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

收率 72.3%

溶剂

diethyl ether

dioxane

反应条件

后处理

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
   其他to precipitate crystals
7. 7
   过滤These were collected by filtration
8. 8
   其他partitioned between ethyl acetate and dilute aqueous ammonia
9. 9
   其他The organic phase was separated
10. 10
    洗涤washed with water
11. 11
    干燥dried over anhydrous magnesium sulfate
12. 12
    其他The solvent was then removed by distillation under reduced pressure
13. 13
    其他to leave a residue, which
14. 14
    其他was recrystallized from a mixture of ethyl acetate and hexane

实验过程

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.

来源