Reaction #345982

ord-e3d6d1ef0b0c41dc8d912d60346c0030

Reaction equation

NC(N)=O
urea
NC(N)=O
urea
Nc1ccc(N)cc1
p-phenylenediamine
Nc1ccc(NC(=O)Nc2ccc(N)cc2)cc1
4,4'-DIAMINO CARBANILID

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherTo a 1-liter, 3-neck round-bottom flask equipped with a mechanical stirrer, nitrogen inlet tube
  2. 2
    workup.ADDITIONwas added 500 ml
  3. 3
    Otherby bubbling nitrogen gas through it for three hours
  4. 4
    Otherthe solution which formed
  5. 5
    Temperaturewas refluxed for about 72 hours under a nitrogen atmosphere

Procedure

To a 1-liter, 3-neck round-bottom flask equipped with a mechanical stirrer, nitrogen inlet tube extending below the liquid level and a reflux condenser with a nitrogen exit to a gas bubbler, was added 500 ml. of distilled water. After the water was de-oxygenated by bubbling nitrogen gas through it for three hours, 15 g. (0.25 mole) of a commercial pre-dried urea and 60 g. (0.554 mole) of purified p-phenylenediamine were added and the solution which formed was refluxed for about 72 hours under a nitrogen atmosphere. The diamine to urea mole ratio utilized was 2.22.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04035344uspto-grants-1977_07