Reaction #6505

ord-26e9cd6443ee4b97a309ce9dc3dbdef8

Reaction equation

NCCN
ethylenediamine
[N-]=C=O
isocyanate
CN1CCCC1=O
N-methylpyrrolidone
NC(=O)NCCNC(N)=O
ethylenediurea

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherprepared
  2. 2
    Temperaturethe reaction mixture was heated
  3. 3
    Temperatureto reflux for one hour
  4. 4
    Otherthe solvent was evaporated
  5. 5
    Otherthe residue was recrystallized from water

Procedure

1.88 g of ethylenediamine (0.031 mol) were added dropwise at room temperature with stirring to 100 ml of a solution of 10 g of triethylammonum isocyanate (0.069 mol) in 100 ml of N-methylpyrrolidone, prepared according to the procedure described in example 1. After stirring at room temperature for 24 hours, the reaction mixture was heated to reflux for one hour, the solvent was evaporated and the residue was recrystallized from water. 3.4 g, i.e. 75% of theory, of ethylenediurea were obtained in this way.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05248755uspto-grants-1993_09