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

HRID 1784915

Reaction equation

HRID 1784915 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-f87e5dfbcd364d2c8293d075f4d09f50
Source dataset
uspto-grants-2009_03
Patent number
US07504421B2

Linked notes

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