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

HRID 1535001Notes

Reaction equation

HRID 1535001 reaction equation
[CH2:1]([NH2:4])[CH2:2][NH2:3].[N-:5]=[C:6]=[O:7].C([NH+](CC)CC)C.C[N:16]1CCC[C:17]1=[O:21]>>[CH2:1]([NH:4][C:17]([NH2:16])=[O:21])[CH2:2][NH:3][C:6]([NH2:5])=[O:7]

Participants

4

Reactant 3

HCID 3301EthylenediamineHCID 13387N-methyl-2-pyrrolidoneHCID 18997612Triethylammonium isocyanate

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 triethylammonium isocyanate (0.069 mol) in 100 ml of N-methylpyrrolidone, prepared according to the procedure described in example i. 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-36d16dc362974765aa80bd490de8bbfb
Source dataset
uspto-grants-1992_02
Patent number
US05091553

Reaction notes

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