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

HRID 1825298Notes

Reaction equation

HRID 1825298 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(#N)[CH:14]([CH2:16][C:17]#[N:18])O.[NH:20]1CCCCC1>C(O)C>[C:17]([C:16]([C:14]#[N:20])=[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:18]

Participants

5

Reactant 3

HCID 8082PiperidineHCID 739424-AcetamidobenzaldehydeHCID 212535622-Hydroxybutanedinitrile

Product 1

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

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

311.4 g (1.9 mol) of 4-acetaminobenzaldehyde and 131 g (1.99 mol) of malonitrile are initially introduced in 1 330 ml of ethanol, and 6 ml of piperidine are then added. The mixture is stirred under reflux for 30 minutes. After cooling down to room temperature, the crystals are filtered off with suction and dried.

Workup

  1. additionare then added
  2. temperatureunder reflux for 30 minutes
  3. filtrationthe crystals are filtered off with suction
  4. customdried

Sources & evidence

ORD record
ord-d921e3a8a2e24544ab5a00d3f01b29a9
Source dataset
uspto-grants-2006_05
Patent number
US07045631B2

Reaction notes

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