Malononitrile → HCID 59555440, compound

HRID 1668505Notes

Reaction equation

HRID 1668505 reaction equation
[CH:1]([C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10](=[O:13])[O:11][CH3:12])=[CH:5][CH:4]=1)=O.[C:14](#[N:18])[CH2:15][C:16]#[N:17]>C(O)C.N1CCCCC1>[C:16]([C:15]([C:14]#[N:18])=[CH:1][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10](=[O:13])[O:11][CH3:12])=[CH:5][CH:4]=1)#[N:17]

Participants

5

Reactant 2

HCID 8010MalononitrileHCID 12553754Methyl (4-formylphenyl)carbamate

Product 1

HCID 59555440HCID 59555440, compoundYield 62.2%

Reagents, catalysts & solvents 2

HCID 8082PiperidineCatalystHCID 702EthanolSolvent

Procedure

Methyl (4-formylphenyl)carbamate (560 mg) and malononitrile (206 mg) were dissolved in 10 mL of ethanol, and one drop of piperidine was added to the resulting solution, and then the mixture was stirred at room temperature for 3 hours. IPE (10 mL) was added to the reaction mixture, and a precipitated crystal was filtrated to give 441 mg of methyl [4-(2,2-dicyanovinyl)phenyl]carbamate as a yellow powder.

Workup

  1. additionIPE (10 mL) was added to the reaction mixture
  2. filtrationa precipitated crystal was filtrated

Sources & evidence

ORD record
ord-aec1d4067d7544a68e01620b342bee35
Source dataset
uspto-grants-2011_08
Patent number
US07989446B2

Reaction notes

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