Water → HCID 12876082, compound

HRID 847814Notes

Reaction equation

HRID 847814 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:8][N:9]([C:13]([N:15]([CH3:17])[CH3:16])=[O:14])[C:10](Cl)=[O:11].O>O1CCCC1>[CH3:16][N:15]([CH3:17])[C:13]([N:9]([CH3:8])[C:10]([NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:11])=[O:14]

Participants

5

Reactant 3

HCID 962WaterHCID 6115AnilineHCID 11062732HCID 11062732, compound

Product 1

HCID 12876082HCID 12876082, compoundYield 146.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Into 50 ml of anhydrous tetrahydrofuran, 7.4 g (0.08 mol) of aniline was added thereinto and dissolved and the mixture was cooled below 0° C. under stirring. Into this cooled mixture, a solution obtained by dissolving 6.4 g (0.04 mol) of 2,4,4-trimethylallophanoyl chloride in 10 ml of anhydrous tetrahydrofuran was added drop-wise under stirring. After the reaction was continued for 1 hour at room temperature, the solvent was remvoed by distillation under reduced pressure. To the residue thus obtained, water was added and insoluble material was separated by filtration and was recrystallized from ethanol to obtain 13.0 g (yield: 73%) of 1,1,3-trimethyl-5-phenylbiuret having a melting point of 89.5°-90.5° C.

Workup

  1. dissolutiondissolved
  2. temperaturethe mixture was cooled below 0° C.
  3. customInto this cooled mixture, a solution obtained
  4. additionwas added drop-wise
  5. stirringunder stirring
  6. distillationthe solvent was remvoed by distillation under reduced pressure
  7. customTo the residue thus obtained
  8. custominsoluble material was separated by filtration
  9. customwas recrystallized from ethanol

Sources & evidence

ORD record
ord-d7f5dccd2b63434686ebc2e8a3ed7506
Source dataset
uspto-grants-1981_10
Patent number
US04293713

Reaction notes

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