Malononitrile → HCID 178438978, compound

HRID 254967Notes

Reaction equation

HRID 254967 reaction equation
C(C1C=CC=CC=1N[N:11]=[C:12]([C:15]#[N:16])[C:13]#[N:14])(C)C.[CH:17]([C:20]1[CH:26]=[CH:25][CH:24]=[CH:23][C:21]=1[NH2:22])([CH3:19])[CH3:18].C(#N)CC#N.O.[NH2:33][NH2:34]>>[CH:17]([C:20]1[CH:26]=[CH:25][CH:24]=[CH:23][C:21]=1[NH:22][N:11]=[C:12]1[C:13]([NH2:14])=[N:34][N:33]=[C:15]1[NH2:16])([CH3:19])[CH3:18]

Participants

5

Reactant 4

HCID 8010MalononitrileHCID 125612-IsopropylanilineHCID 24654Hydrazine hydrate (1:1)2×HCID 21955039HCID 21955039, compound

Product 1

HCID 178438978HCID 178438978, compound

Procedure

4-[(2-isopropylphenyl)hydrazono]-4H-pyrazole-3,5-diamine was prepared using 106 mg (0.5 mmol) of 2-[(2-isopropylphenyl)hydrazono]malononitrile, which was derived from 2-isopropylaniline (142 μL, 1.0 mmol) and malononitrile (1.5 mmol), and hydrazine hydrate. Precipitate formed in the reaction tube approximately 5 minutes after the addition of hydrazine hydrate. The resulting solid was isolated by filtration, washed with ethanol, and dried to yield 90 mg (73%) of the compound as a greenish yellow solid.

Workup

  1. customPrecipitate formed in the reaction tube approximately 5 minutes
  2. customThe resulting solid was isolated by filtration
  3. washwashed with ethanol
  4. customdried

Sources & evidence

ORD record
ord-83e27cdcd8ea4e569fb55f1b0d961664
Source dataset
uspto-grants-2011_01
Patent number
US07875728B2

Reaction notes

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