Malononitrile → HCID 178491242, compound

HRID 254948Notes

Reaction equation

HRID 254948 reaction equation
COC1C=C(N[N:10]=[C:11]([C:14]#[N:15])[C:12]#[N:13])C=CC=1.[CH3:16][O:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([NH2:24])[CH:19]=1.C(#N)CC#N.O.[NH2:31][NH2:32]>>[CH3:16][O:17][C:18]1[CH:19]=[C:20]([NH:24][N:10]=[C:11]2[C:12]([NH2:13])=[N:32][N:31]=[C:14]2[NH2:15])[CH:21]=[CH:22][CH:23]=1

Participants

5

Reactant 4

HCID 8010MalononitrileHCID 108243-MethoxyanilineHCID 24654Hydrazine hydrate (1:1)2×HCID 12051879HCID 12051879, compound

Product 1

HCID 178491242HCID 178491242, compound

Procedure

4-[(3-methoxyphenyl)hydrazono]-4H-pyrazole-3,5-diamine was prepared using 100 mg (0.5 mmol) of 2-[(3-methoxyphenyl)hydrazono]malononitrile, which was derived from m-anisidine (112 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, recrystallized from ethanol, and dried to yield 25 mg (22%) of the compound as a brownish orange solid.

Workup

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

Sources & evidence

ORD record
ord-b2e9ab62b15e42e884a8057cf6670c6c
Source dataset
uspto-grants-2011_01
Patent number
US07875728B2

Reaction notes

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