반응 #1142814

반응 방정식

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

용매

ethyl acetate

ethanol

반응 조건

후처리

1. 1
   온도The reaction mixture was heated
2. 2
   온도under reflux for 4 h
3. 3
   기타all volatile components were then substantially removed on a rotary evaporator
4. 4
   기타The residue obtained
5. 5
   세척the solution was washed with water
6. 6
   건조dried over anhydrous magnesium sulphate
7. 7
   여과After filtration
8. 8
   기타the mixture was evaporated to dryness
9. 9
   기타The residue that remained was triturated with diisopropyl ether at RT
10. 10
    여과The resulting solid was then filtered off with suction
11. 11
    기타dried under high vacuum

실험 절차

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.

출처