Methylamine → Imidodicarbonic diamide, N-methyl-N',2-diphenyl-

HRID 1702992Notes

Reaction equation

HRID 1702992 reaction equation
[C:1]1([N:7]2[C:10](=[O:11])[N:9]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:8]2=[O:18])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:19][NH2:20]>C(#N)C>[CH3:19][NH:20][C:10]([N:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[C:8]([NH:9][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)=[O:18])=[O:11]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 2795641,3-Diphenyluretidine-2,4-dione

Product 1

HCID 3042875Imidodicarbonic diamide, N-methyl-N',2-diphenyl-Yield 76%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In 30 ml of acetonitrile, 6.0 g (0.025 mol) of 1,3-diphenyl-1,3-diazetidine-2,4-dione was added. Then 3.9 ml (0.05 mol) of aqueous solution (40%) of methylamine was added dropwise thereinto with stirring. The reaction was continued at 50° C. for 0.5 hours, then the solvent was removed by distillation under a reduced pressure. The residue thus obtained was recrystallized from ethanol to obtain 5.1 l g (yield 76%) of 1-methyl-3,5-diphenylbiuret having a melting point of 145°-147° C.

Workup

  1. customthe solvent was removed by distillation under a reduced pressure
  2. customThe residue thus obtained
  3. customwas recrystallized from ethanol
  4. customto obtain 5.1 l

Sources & evidence

ORD record
ord-5f11710b96b74a77a612e51250df66fd
Source dataset
uspto-grants-1982_09
Patent number
US04350700

Reaction notes

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