Malononitrile → HCID 178436433, compound

HRID 2095113Notes

Reaction equation

HRID 2095113 reaction equation
C(C1C=C(N[N:10]=[C:11]([C:14]#[N:15])[C:12]#[N:13])C=CC=1)C.[CH2:16]([C:18]1[CH:19]=[C:20]([CH:22]=[CH:23][CH:24]=1)[NH2:21])[CH3:17].C(#N)CC#N.O.[NH2:31][NH2:32]>>[CH2:16]([C:18]1[CH:19]=[C:20]([NH:21][N:10]=[C:11]2[C:12]([NH2:13])=[N:32][N:31]=[C:14]2[NH2:15])[CH:22]=[CH:23][CH:24]=1)[CH3:17]

Participants

5

Reactant 4

HCID 8010MalononitrileHCID 114753-EthylanilineHCID 24654Hydrazine hydrate (1:1)2×HCID 12051878HCID 12051878, compound

Product 1

HCID 178436433HCID 178436433, compound

Procedure

4-[(3-ethylphenyl)hydrazono]-4H-pyrazole-3,5-diamine was prepared using 99 mg (0.5 mmol) of 2-[(3-ethylphenyl)hydrazono]malononitrile, which was derived from 3-ethylaniline (124 μL, 1.0 mmol) and malononitrile (1.5 mmol), and hydrazine hydrate. Precipitate formed in the reaction tube approximately 10 minutes after the addition of hydrazine hydrate. The resulting solid was isolated by filtration, precipitated from an ethyl acetate solution by the addition of hexanes, and dried to yield 12 mg (10%) of the compound as a yellow solid.

Workup

  1. customPrecipitate formed in the reaction tube approximately 10 minutes
  2. customThe resulting solid was isolated by filtration
  3. customprecipitated from an ethyl acetate solution by the addition of hexanes
  4. customdried

Sources & evidence

ORD record
ord-306f4e21633d4513ad8bfd56e245496f
Source dataset
uspto-grants-2013_05
Patent number
US08445694B2

Reaction notes

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