Malononitrile → HCID 178420918, compound

HRID 2304423Notes

Reaction equation

HRID 2304423 reaction equation
[O:1]([C:8]1[CH:9]=[C:10]([NH:14][N:15]=[C:16]([C:19]#[N:20])[C:17]#[N:18])[CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O(C1C=C(C=CC=1)N)C1C=CC=CC=1.C(#N)CC#N.O.NN>>[O:1]([C:8]1[CH:9]=[C:10]([NH:14][N:15]=[C:16]2[CH:17]=[N:18][N:20]=[CH:19]2)[CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 4

HCID 8010MalononitrileHCID 24654Hydrazine hydrate (1:1)2×HCID 771353-PhenoxyanilineHCID 21955051HCID 21955051, compound

Product 1

HCID 178420918HCID 178420918, compoundYield 65.8%

Procedure

The title compound was prepared using 131 mg (0.5 mmol) of 2-[(3-phenoxyphenyl)-hydrazono]malononitrile, which was derived from 3-phenoxyaniline (185 mg, 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, recrystallized from ethanol, and dried to yield 87 mg (59%) of the title compound as a mustard coloured solid.

Workup

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

Sources & evidence

ORD record
ord-c6c768eb82e4499e962fd1dd23444d3e
Source dataset
uspto-grants-2002_08
Patent number
US06436915B1

Reaction notes

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