Malononitrile → N-(4-(2,2-Dicyanoethenyl)phenyl)acetamide

HRID 720462

Reaction equation

HRID 720462 reaction equation
[NH:1]([C:5]1[CH:12]=[CH:11][C:8]([CH:9]=O)=[CH:7][CH:6]=1)[C:2]([CH3:4])=[O:3].[C:13](#[N:17])[CH2:14][C:15]#[N:16]>C(O)C.N1CCCCC1>[C:15]([C:14]([C:13]#[N:17])=[CH:9][C:8]1[CH:11]=[CH:12][C:5]([NH:1][C:2](=[O:3])[CH3:4])=[CH:6][CH:7]=1)#[N:16]

Participants

5

Reactant 2

HCID 8010MalononitrileHCID 739424-Acetamidobenzaldehyde

Product 1

HCID 33296N-(4-(2,2-Dicyanoethenyl)phenyl)acetamide

Reagents, catalysts & solvents 2

HCID 8082PiperidineCatalystHCID 702EthanolSolvent

Procedure

32.6 g (0.2 mol) of 4-acetaminobenzaldehyde and 13.74 g (0.208 mol) of malononitrile are initially charged in 140 ml of ethanol, and 24 drops of piperidine are added. The mixture is stirred at reflux for 30 min. After cooling, the crystals are filtered off with suction and dried.

Workup

  1. temperatureat reflux for 30 min
  2. temperatureAfter cooling
  3. filtrationthe crystals are filtered off with suction
  4. customdried

Sources & evidence

ORD record
ord-cb0e9c695341411c89b66107140370ec
Source dataset
uspto-grants-2006_11
Patent number
US07135486B1

Linked notes

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