Malononitrile → 2-(1-Ethoxypropylidene)malononitrile

HRID 487245

Reaction equation

HRID 487245 reaction equation
[C:1](OCC)(OCC)([O:4][CH2:5][CH3:6])[CH2:2][CH3:3].[C:13](#[N:17])[CH2:14][C:15]#[N:16]>>[CH2:5]([O:4][C:1](=[C:14]([C:13]#[N:17])[C:15]#[N:16])[CH2:2][CH3:3])[CH3:6]

Participants

3

Reactant 2

HCID 8010MalononitrileHCID 66995Ethyl orthopropionate

Product 1

HCID 2314702-(1-Ethoxypropylidene)malononitrileYield 93%

Procedure

Triethyl orthopropionate (1000 g, 5.5 mole) and malononitrile (363 g, 5.5 mole) were combined and refluxed for 5 hours. The reaction mixture was cooled to room temperature and the residue was distilled at 125°-143° C. (3-7 mm Hg) to afford 768.1 g (93%) of (1-ethoxypropylidene)malononitrile as an orange liquid.

Workup

  1. temperaturerefluxed for 5 hours
  2. distillationthe residue was distilled at 125°-143° C. (3-7 mm Hg)

Sources & evidence

ORD record
ord-dbb6f2cfa80a412cb5276334beaed1dc
Source dataset
uspto-grants-1994_03
Patent number
US05294612

Linked notes

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