Malononitrile → HCID 178491242, compound

HRID 2304417Notes

Reaction equation

HRID 2304417 reaction equation
CO[C:3]1[CH:4]=[C:5]([NH:9][N:10]=[C:11]([C:14]#[N:15])[C:12]#[N:13])[CH:6]=[CH:7][CH:8]=1.[CH3:16]OC1C=CC=C(N)C=1.C(#N)CC#N.[OH2:30].[NH2:31][NH2:32]>>[NH2:13][C:12]1[C:11](=[N:10][NH:9][C:5]2[CH:4]=[CH:3][CH:8]=[C:7]([O:30][CH3:16])[CH:6]=2)[C:14]([NH2:15])=[N:32][N:31]=1

Participants

5

Reactant 4

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

Product 1

HCID 178491242HCID 178491242, compoundYield 22%

Procedure

The title compound 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) as described in Example 8, and hydrazine hydrate. Precipitate formed in the reaction tube approximately 10 min 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 title compound as a brownish orange solid.

Workup

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

Sources & evidence

ORD record
ord-0aef7857769041cfb315a3c0162bc7ff
Source dataset
uspto-grants-2002_08
Patent number
US06436915B1

Reaction notes

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