反应 #1142814

反应方程式

3-oxo-3-(pyridin-3-yl)propionitrile

(2,2-diethoxyethyl)hydrazine

hydrochloric acid

→

1-(2,2-Diethoxyethyl)-3-(pyridin-3-yl)-1H-pyrazole-5-amine

溶剂

ethyl acetate

ethanol

反应条件

后处理

1. 1
   温度The reaction mixture was heated
2. 2
   温度under reflux for 4 h
3. 3
   其他all volatile components were then substantially removed on a rotary evaporator
4. 4
   其他The residue obtained
5. 5
   洗涤the solution was washed with water
6. 6
   干燥dried over anhydrous magnesium sulphate
7. 7
   过滤After filtration
8. 8
   其他the mixture was evaporated to dryness
9. 9
   其他The residue that remained was triturated with diisopropyl ether at RT
10. 10
    过滤The resulting solid was then filtered off with suction
11. 11
    其他dried under high vacuum

实验过程

With gentle heating, 125 g (812 mmol, purity 95%) of 3-oxo-3-(pyridin-3-yl)propionitrile [lit. for example: P. Seneci et al., Synth. Commun. 1999, 29 (2), 311-341; also available commercially] were dissolved in 1.25 liters of ethanol. 126 g (853 mmol) of (2,2-diethoxyethyl)hydrazine and 4.1 ml (4.06 mmol) of 1 M hydrochloric acid were then added. The reaction mixture was heated under reflux for 4 h, and all volatile components were then substantially removed on a rotary evaporator. The residue obtained was taken up in ethyl acetate, and the solution was washed with water and dried over anhydrous magnesium sulphate. After filtration, the mixture was evaporated to dryness. The residue that remained was triturated with diisopropyl ether at RT. The resulting solid was then filtered off with suction and dried under high vacuum. This gave 153 g (65% of theory, purity 96%) of the title compound.

来源