Malononitrile → HCID 178509193, compound

HRID 2304431Notes

Reaction equation

HRID 2304431 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[NH:9][N:10]=[C:11]([C:14]#[N:15])[C:12]#[N:13].FC1C=CC=C(F)C=1N.C(#N)CC#N.O.[NH2:31][NH2:32]>>[NH2:15][C:14]1[C:11](=[N:10][NH:9][C:3]2[C:4]([F:8])=[CH:5][CH:6]=[CH:7][C:2]=2[F:1])[C:12]([NH2:13])=[N:32][N:31]=1

Participants

5

Reactant 4

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

Product 1

HCID 178509193HCID 178509193, compoundYield 37%

Procedure

This compound 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) 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, washed with ethanol, and dried to yield 44 mg (37%) of the title compound as an orange solid.

Workup

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

Sources & evidence

ORD record
ord-a0735023ba754883ad6866dfde982517
Source dataset
uspto-grants-2002_08
Patent number
US06436915B1

Reaction notes

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