Malononitrile → HCID 178509193, compound

HRID 254961Notes

Reaction equation

HRID 254961 reaction equation
FC1C=CC=C(F)C=1N[N:10]=[C:11]([C:14]#[N:15])[C:12]#[N:13].[F:16][C:17]1[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[C:18]=1[NH2:19].C(#N)CC#N.O.[NH2:31][NH2:32]>>[F:16][C:17]1[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[C:18]=1[NH:19][N:10]=[C:11]1[C:12]([NH2:13])=[N:32][N:31]=[C:14]1[NH2:15]

Participants

5

Reactant 4

HCID 8010MalononitrileHCID 24654Hydrazine hydrate (1:1)2×HCID 796472,6-DifluoroanilineHCID 21954976HCID 21954976, compound

Product 1

HCID 178509193HCID 178509193, compound

Procedure

4-[(2,6-difluorophenyl)hydrazono]-4H-pyrazole-3,5-diamine was prepared using 103 mg (0.5 mmol) of 2-[(2,6-difluorophenyl)hydrazono]malononitrile, which was derived from 2,6-difluoroaniline (108 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, washed with ethanol, and dried to yield 44 mg (37%) of the compound as an orange solid.

Workup

  1. customPrecipitate formed in the reaction tube approximately 10 minutes
  2. customThe resulting solid was isolated by filtration
  3. washwashed with ethanol
  4. customdried

Sources & evidence

ORD record
ord-7589662119c74d098daad77ef0d128ec
Source dataset
uspto-grants-2011_01
Patent number
US07875728B2

Reaction notes

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