Malononitrile → HCID 178491242, compound

HRID 2304420Notes

Reaction equation

HRID 2304420 reaction equation
F[C:2]1[CH:3]=[C:4]([NH:10][N:11]=[C:12]([C:15]#[N:16])[C:13]#[N:14])[CH:5]=[CH:6][C:7]=1OC.F[C:18]1C=C(C=CC=1N)OC.C(#N)CC#N.[OH2:32].[NH2:33][NH2:34]>>[NH2:14][C:13]1[C:12](=[N:11][NH:10][C:4]2[CH:3]=[CH:2][CH:7]=[C:6]([O:32][CH3:18])[CH:5]=2)[C:15]([NH2:16])=[N:34][N:33]=1

Participants

5

Reactant 4

HCID 8010MalononitrileHCID 24654Hydrazine hydrate (1:1)2×HCID 37563832-Fluoro-4-methoxyanilineHCID 21954970HCID 21954970, compound

Product 1

HCID 178491242HCID 178491242, compoundYield 68%

Procedure

This compound was prepared using 109 mg (0.5 mmol) of 2-[(3-fluoro-4-methoxyphenyl)hydrazono]malononitrile, which was derived from 3-fluoro-p-anisidine (141 mg, 1.0 mmol) and malononitrile (1.5 mmol) as described in Example 8, and hydrazine hydrate. Precipitate formed in the reaction tube immediately after the addition of hydrazine hydrate. The resulting solid was isolated by filtration, washed with ethanol, and dried to yield 85 mg (68%) of the title compound as a mustard coloured solid.

Workup

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

Sources & evidence

ORD record
ord-3d9e6da4ea5d4310acf45a52f6ba63b8
Source dataset
uspto-grants-2002_08
Patent number
US06436915B1

Reaction notes

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