Reaktion #46109

Reaktionsgleichung

Hydrazine monohydrate

(1-Ethoxyethylidene)malononitrile

water

→

5-amino-3-methyl-1H-pyrazole-4-carbonitrile

Ausbeute 71.1%

Lösungsmittel

EtOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added slowly
2. 2
   TemperaturAfter cooling to rt
3. 3
   EinengenThe mixture was concentrated under reduced pressure
4. 4
   workup.ADDITIONthe resulting residue treated with EtOH (6 ml) and water (6 ml)
5. 5
   TemperaturAfter cooling in an ice/water bath for 10 min
6. 6
   Filtrationthe resulting precipitate was collected by filtration

Vorschrift

Hydrazine monohydrate (6.8 ml, 0.14 mol) was dissolved in EtOH (10 ml) and cooled to 0° C. (1-Ethoxyethylidene)malononitrile (10 g, 0.073 mol) was added slowly and the mixture was heated at 95° C. for 2 h. After cooling to rt, water (20 ml) was added and the mixture was allowed to stand at rt overnight. The mixture was concentrated under reduced pressure and the resulting residue treated with EtOH (6 ml) and water (6 ml). After cooling in an ice/water bath for 10 min, the resulting precipitate was collected by filtration to give 6.34 g of 5-amino-3-methyl-1H-pyrazole-4-carbonitrile.

Quelle