Ethylenediamine → N,N''-1,2-Ethanediylbis(urea)

HRID 6409

Reaction equation

HRID 6409 reaction equation
[CH2:1]([NH2:4])[CH2:2][NH2:3].[N-:5]=[C:6]=[O:7].C[N:9]1CCC[C:10]1=[O:14]>>[CH2:1]([NH:4][C:10]([NH2:9])=[O:14])[CH2:2][NH:3][C:6]([NH2:5])=[O:7]

Participants

4

Reactant 3

HCID 3301EthylenediamineHCID 13387N-methyl-2-pyrrolidoneHCID 105034Isocyanate

Product 1

HCID 74614N,N''-1,2-Ethanediylbis(urea)

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.

Workup

  1. customprepared
  2. temperaturethe reaction mixture was heated
  3. temperatureto reflux for one hour
  4. customthe solvent was evaporated
  5. customthe residue was recrystallized from water

Sources & evidence

ORD record
ord-26e9cd6443ee4b97a309ce9dc3dbdef8
Source dataset
uspto-grants-1993_09
Patent number
US05248755

Linked notes

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