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

HRID 374620

Reaction equation

HRID 374620 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 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-e2b3a082b26046eb928f8349a1955fbc
Source dataset
uspto-grants-1996_01
Patent number
US05481035

Linked notes

Loading…