{3-[Di(prop-2-en-1-yl)amino]prop-2-en-1-ylidene}propanedinitrile → HCID 131712624, compound

HRID 1660305Notes

Reaction equation

HRID 1660305 reaction equation
[CH2:1]([N:4]([CH2:13][CH:14]=[CH2:15])[CH:5]=[CH:6][CH:7]=[C:8]([C:11]#[N:12])[C:9]#[N:10])[CH:2]=[CH2:3].C([CH:18]1[O:22][C-:21]=[N:20][C:19]1=[O:23])=C>C(O)C>[CH:1]([N:20]1[C:19](=[O:23])[CH2:18][O:22][CH-:21]1)=[CH2:2].[CH2:1]([N:4]([CH:5]=[CH:6][CH:7]=[C:8]([C:9]#[N:10])[C:11]#[N:12])[CH2:13][CH:14]=[CH2:15])[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 53724731{3-[Di(prop-2-en-1-yl)amino]prop-2-en-1-ylidene}propanedinitrileHCID 131712625HCID 131712625, compound

Product 1

HCID 131712624HCID 131712624, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

25 g of intermediate (A) and 25 g of vinyloxazolidone were dissolved in 150 ml of ethanol and added with 2.5 g of AZBN. The mixture was heated to reflux for 24 hours in a flask provided with stirrer and reflux condenser. At the end, it was cooled, precipitated in ether, washed and dried. The yield was 14.5 g of a product soluble in water and dimethylformamide, containing about 45% w/w of aminoallylidenmalononitrile moieties.

Workup

  1. additionadded with 2.5 g of AZBN
  2. temperatureThe mixture was heated
  3. temperatureto reflux for 24 hours in a flask
  4. customprovided with stirrer
  5. temperaturereflux condenser
  6. temperatureAt the end, it was cooled
  7. customprecipitated in ether
  8. washwashed
  9. customdried
  10. additionThe yield was 14.5 g of a product soluble in water and dimethylformamide, containing about 45% w/w of aminoallylidenmalononitrile moieties

Sources & evidence

ORD record
ord-36eb5025a6974206802640509133f48f
Source dataset
uspto-grants-1981_12
Patent number
US04307183

Reaction notes

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