Reacción #574428

Ecuación de reacción

Cyclopentylhydrazine hydrochloride

sodium methoxide

(1-Ethoxypropylidene)malononitrile

→

1-cyclopentyl-3-ethyl-5-amino-1H-pyrazole-4-carbonitrile

Rendimiento 70.0%

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe mixture was refluxed for 21 hours
2. 2
   TemperaturaThe reaction mixture was cooled
3. 3
   Otrothe solvent was removed in vacuo
4. 4
   workup.ADDITIONThe residue was treated with water (150 ml)
5. 5
   Filtraciónthe obtained precipitate was collected by filtration
6. 6
   Lavadowashed with water
7. 7
   Otrodried in a vacuum oven for 24 hours

Procedimiento

Cyclopentylhydrazine hydrochloride (20.9 g, 0.1 moles), 97% sodium methoxide (5.6 g, 0.1 moles) and ethanol (100 ml) were combined and stirred at room temperature under argon for 2.5 hours. (1-Ethoxypropylidene)malononitrile was added to the reaction mixture and the mixture was refluxed for 21 hours. The reaction mixture was cooled and the solvent was removed in vacuo. The residue was treated with water (150 ml) and the obtained precipitate was collected by filtration, washed with water and dried in a vacuum oven for 24 hours to afford 14.2 g (70%) of 1-cyclopentyl-3-ethyl-5-amino-1H-pyrazole-4-carbonitrile as a brown powder, m.p. 171°-173° C.

Fuente