Dimethylamine → 1,1-dimethyl-3-phenyl-3-(phenylcarbamoyl)urea

HRID 1757957Notes

Reaction equation

HRID 1757957 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][NH:20][CH3:21]>C(#N)C>[CH3:19][N:20]([CH3:21])[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 674DimethylamineHCID 2795641,3-Diphenyluretidine-2,4-dione

Product 1

HCID 3502181,1-dimethyl-3-phenyl-3-(phenylcarbamoyl)ureaYield 76.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In 30 ml of acetonitrile, 0.025 mole of 1,3-diphenyl-1,3-diazetidine-2,4-dione was added, then 4.5 ml (0.05 mole) of dimethylamine aqueous solution (50%) was added dropwise under stirring. The reaction was continued at 50° C. for 0.5 hours and the solvent was removed by distillation under a reduced pressure to obtain a residue. The residue was recrystallized from ethanol to obtain 5.4 g (yield 76%) of 1,1-dimethyl-3,5-diphenylbiuret having a melting point of 105°-107° C.

Workup

  1. customthe solvent was removed by distillation under a reduced pressure
  2. customto obtain a residue
  3. customThe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-bc8ff42393964301bfe9b2dd0026163b
Source dataset
uspto-grants-1983_02
Patent number
US04371544

Reaction notes

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