Methylhydrazine → 5-amino-1,3-dimethyl-1H-pyrazole-4-carbonitrile

HRID 487281Notes

Reaction equation

HRID 487281 reaction equation
C(O[C:4](=[C:6]([C:9]#[N:10])[C:7]#[N:8])[CH3:5])C.[CH3:11][NH:12][NH2:13]>C(O)C>[CH3:11][N:12]1[C:9]([NH2:10])=[C:6]([C:7]#[N:8])[C:4]([CH3:5])=[N:13]1

Participants

4

Reactant 2

HCID 6061MethylhydrazineHCID 79450(1-Ethoxyethylidene)malononitrile

Product 1

HCID 2198705-amino-1,3-dimethyl-1H-pyrazole-4-carbonitrileYield 87%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 1-ethoxyethylidene malononitrile (27.2 g, 0.2 mol) in ethanol (50 ml) was added methyl hydrazine (9.4 g, 0.2 mol). The reaction mixture was stirred at room temperature for 3 hours and the product was collected by filtration to afford 23.6 g (87%) of 1,3-dimethyl-5-amino-1H-pyrazole-4-carbonitrile as white crystals, m.p. 193°-195° C. when dried in high vacuum.

Workup

  1. filtrationthe product was collected by filtration

Sources & evidence

ORD record
ord-18733ee486bd4a13b5b511cd53c6b69a
Source dataset
uspto-grants-1994_03
Patent number
US05294612

Reaction notes

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