N-vinyl-2-pyrrolidone → HCID 86738171, compound

HRID 1660304Notes

Reaction equation

HRID 1660304 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].[CH:16]([N:18]1[CH2:22][CH2:21][CH2:20][C:19]1=[O:23])=[CH2:17]>CN1CCCC1=O>[CH:16]([N:18]1[CH2:22][CH2:21][CH2:20][C:19]1=[O:23])=[CH2:17].[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 6917N-vinyl-2-pyrrolidoneHCID 53724731{3-[Di(prop-2-en-1-yl)amino]prop-2-en-1-ylidene}propanedinitrile

Product 1

HCID 86738171HCID 86738171, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
85 °C

Procedure

25 g of intermediate (A) and 25 g of vinylpyrrolidone were dissolved in 100 ml of N-methylpyrrolidone and added with 2.5 g of AZBN. The mixture was then heated to reflux at 85° C. for 6 hours in a flask provided with a stirrer and reflux condenser, then it was cooled, precipitated in ether and dried at 50° C. The yield was 15.7 g of a product soluble in 40:60 water-ethanol, containing about 44% w/w of aminoallylidenmalononitrile moieties.

Workup

  1. additionadded with 2.5 g of AZBN
  2. temperatureThe mixture was then heated
  3. customprovided with a stirrer
  4. temperaturereflux condenser
  5. temperatureit was cooled
  6. customprecipitated in ether
  7. customdried at 50° C
  8. additionThe yield was 15.7 g of a product soluble in 40:60 water-ethanol, containing about 44% w/w of aminoallylidenmalononitrile moieties

Sources & evidence

ORD record
ord-99289c3f4d5e4fb1bdee169b3377c00d
Source dataset
uspto-grants-1981_12
Patent number
US04307183

Reaction notes

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