2-Oxopropiononitrile → HCID 12260161, compound

HRID 328458Notes

Reaction equation

HRID 328458 reaction equation
[NH2:1]/[C:2](/[C:7]#[N:8])=[C:3](\[NH2:6])/[C:4]#[N:5].[C:9]([C:12]#[N:13])(=O)[CH3:10]>>[C:12]([C:9](=[N:6]/[C:3](=[C:2](\[NH2:1])/[C:7]#[N:8])/[C:4]#[N:5])[CH3:10])#[N:13]

Participants

3

Reactant 2

HCID 694302-OxopropiononitrileHCID 2723951Diaminomaleonitrile

Product 1

HCID 12260161HCID 12260161, compound

Procedure

A mixture of 16 g of diaminomaleonitrile and 12.6 g of acetyl cyanide was stirred with a glass rod whereby an exothermic reaction occurred and the resulting reaction mixture turned into a yellow-colored mixture. After allowing the mixture to stand for 10 minutes, the mixture was washed with small amount of cooled methanol and dried under reduced pressure to obtain 22.65 g (95.9% yield) of crude crystals of α-cynoethylidenediaminomaleonitrile which was found to have a purity sufficient to be used in subsequent reactions. For analysis, a sample of the above crystals was then repeatedly recrystallized from a mixture of methanol and water (3:2 by volume) to obtain α-cyanoethylidenediaminomaleonitrile having a melting point of 220°-221° C as milky white fine crystals.

Workup

  1. customan exothermic reaction
  2. customthe resulting reaction mixture
  3. washthe mixture was washed with small amount of cooled methanol
  4. customdried under reduced pressure
  5. customto obtain 22.65 g (95.9% yield) of crude crystals of α-cynoethylidenediaminomaleonitrile which
  6. customFor analysis, a sample of the above crystals was then repeatedly recrystallized from a mixture of methanol and water (3:2 by volume)

Sources & evidence

ORD record
ord-4f3901838d7e4cefb9793d8fb0cbd20f
Source dataset
uspto-grants-1977_04
Patent number
US04017533

Reaction notes

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