Methylamine → HCID 12876132, compound

HRID 1277620Notes

Reaction equation

HRID 1277620 reaction equation
[CH3:1][NH2:2].[CH2:3]([N:5]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:6](=[O:12])[N:7]([CH3:11])[C:8](Cl)=[O:9])[CH3:4]>C(OCC)C.ClC(Cl)C>[CH2:3]([N:5]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:6]([N:7]([CH3:11])[C:8]([NH:2][CH3:1])=[O:9])=[O:12])[CH3:4]

Participants

5

Reactant 2

HCID 6329MethylamineHCID 20510437HCID 20510437, compound

Product 1

HCID 12876132HCID 12876132, compoundYield 75%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 63651,1-DichloroethaneSolvent

Procedure

In 30 ml of anhydrous ethyl ether, 6.2 g (0.2 mole) of methyl amine was dissolved and cooled below 0° C. Then a solution prepared by dissolving 24.1 g (0.1 mole) of 4-ethyl-2-methyl-4-phenylallophanoyl chloride in 80 ml of anhydrous dichloroethane was added dropwise under stirring. The reaction was continued at a room temperature for 1 hour, the reaction mixture was washed with water and dried with anhydrous sodium sulfate. The solvent was removed by distillation to obtain a residue, and the residue was recrystallized from ether-petroleum ether to obtain 17.6 g (yield 75%) of 1-ethyl-3,5-dimethyl-1-phenylbiuret having a melting point of 57°-58° C.

Workup

  1. temperaturecooled below 0° C
  2. customThen a solution prepared
  3. additionwas added dropwise
  4. washthe reaction mixture was washed with water
  5. dry with materialdried with anhydrous sodium sulfate
  6. customThe solvent was removed by distillation
  7. customto obtain a residue
  8. customthe residue was recrystallized from ether-petroleum ether

Sources & evidence

ORD record
ord-b23cb2c7c3bf4dd990779d50f84b6025
Source dataset
uspto-grants-1981_07
Patent number
US04278672

Reaction notes

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