Water → HCID 12876426, compound

HRID 1702991Notes

Reaction equation

HRID 1702991 reaction equation
[CH2:1]([NH2:3])[CH3:2].[CH3:4][N:5]([C:9]([NH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:10])[C:6](Cl)=[O:7].O>O1CCCC1>[CH2:1]([NH:3][C:6]([N:5]([CH3:4])[C:9]([NH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:10])=[O:7])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 6341EthylamineHCID 12759127Methyl(phenylcarbamoyl)carbamyl chloride

Product 1

HCID 12876426HCID 12876426, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

In 50 ml of anhydrous tetrahydrofuran, 9.0 g (0.2 mol) of ethylamine was dissolved, and under cooling below 0° C. with stirring, a solution prepared by dissolving 21.3 g (0.1 mol) of 2-methyl-4-phenylallophanoyl chloride into 50 ml of anhydrous tetrahydrofuran was added by drop-wise. The reaction was continued at a room temperature for 1 hour, the solvent was then removed by distillation under a reduced pressure. To the residue thus obtained was added water and the precipitate thus formed was separated by filtration and dried, and recrystallized from ether-petroleum ether to obtain 17.7 g (yield 80%) of 1-ethyl-3-methyl-5-phenylbiuret having a melting point of 80.5°-81.5° C.

Workup

  1. temperatureunder cooling below 0° C.
  2. customa solution prepared
  3. additionwas added by drop-wise
  4. customthe solvent was then removed by distillation under a reduced pressure
  5. customTo the residue thus obtained
  6. customthe precipitate thus formed
  7. customwas separated by filtration
  8. customdried
  9. customrecrystallized from ether-petroleum ether

Sources & evidence

ORD record
ord-a8687eb8c3914c708b5aed7a4a0c09f2
Source dataset
uspto-grants-1982_09
Patent number
US04350700

Reaction notes

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