Malononitrile → HCID 178492412, compound

HRID 2304435Notes

Reaction equation

HRID 2304435 reaction equation
[Cl:1][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.Cl[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:5]=[CH:6][C:7]([O:32][CH3:18])=[C:2]([Cl:1])[CH:3]=2)[C:15]([NH2:16])=[N:34][N:33]=1

Participants

5

Reactant 4

HCID 8010MalononitrileHCID 24654Hydrazine hydrate (1:1)2×HCID 4074322-Chloro-4-methoxyanilineHCID 21955047HCID 21955047, compound

Product 1

HCID 178492412HCID 178492412, compoundYield 70%

Procedure

This compound was prepared using 117 mg (0.5 mmol) of 2-[(3-chloro-4-methoxy-phenyl)hydrazono]malononitrile, which was derived from 3-chloro-4-anisidine (157 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 93 mg (70%) of the title compound as a yellow 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-1e8ad5340aee45fd90c3c135f9311f55
Source dataset
uspto-grants-2002_08
Patent number
US06436915B1

Reaction notes

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