反応 #1142814

反応方程式

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

溶媒

ethyl acetate

ethanol

反応条件

後処理

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

実験手順

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.

出典