Malononitrile → HCID 178438978, compound

HRID 2304437Notes

Reaction equation

HRID 2304437 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][N:11]=[C:12]([C:15]#[N:16])[C:13]#[N:14])([CH3:3])[CH3:2].C(C1C=CC=CC=1N)(C)C.C(#N)CC#N.O.[NH2:33][NH2:34]>>[NH2:14][C:13]1[C:12](=[N:11][NH:10][C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:1]([CH3:2])[CH3:3])[C:15]([NH2:16])=[N:34][N:33]=1

Participants

5

Reactant 4

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

Product 1

HCID 178438978HCID 178438978, compoundYield 73%

Procedure

This compound 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) as described in Example 8, and hydrazine hydrate. Precipitate formed in the reaction tube approximately 5 min 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 title compound as a greenish yellow solid.

Workup

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

Sources & evidence

ORD record
ord-f057e2866f11479fb5436e2c8c5730a5
Source dataset
uspto-grants-2002_08
Patent number
US06436915B1

Reaction notes

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