Phenol → HCID 19973528, compound

HRID 1452069Notes

Reaction equation

HRID 1452069 reaction equation
[CH3:1][N:2]1[C:6](=[O:7])[CH2:5][NH:4][C:3]1=[O:8].BrBr.[C:11]1([OH:17])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C(O)(=O)C>[OH:17][C:11]1[CH:16]=[CH:15][C:14]([CH:5]2[NH:4][C:3](=[O:8])[N:2]([CH3:1])[C:6]2=[O:7])=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 996PhenolHCID 24408BromineHCID 1388512,4-Imidazolidinedione, 3-methyl-

Product 1

HCID 19973528HCID 19973528, compoundYield 51%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
40 °C

Procedure

4.56 g (40 mmol) of 3-methyl-hydantoin, 30 ml of acetic acid, and 2.0 ml (40 mmol) of bromine were mixed at room temperature. The reaction mixture was then vigorously stirred at a temperature of 40° C. for 2 hours. The reaction mixture was then allowed to cool to room temperature. To the reaction mixture was then added 5.7 g (60 mmol) of phenol. The reaction mixture was then allowed to undergo reaction at a temperature of 100° C. for 6 hours. The resulting precipitate was recovered by filtration, washed with water, and then dried to obtain 4.20 g (yield: 51%) of 5-(p-hydroxyphenyl)-3-methyl-hydantoin.

Workup

  1. temperatureto cool to room temperature
  2. customreaction at a temperature of 100° C. for 6 hours
  3. filtrationThe resulting precipitate was recovered by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-2c66df8abd1849fc8eae0454611fae19
Source dataset
uspto-grants-1997_02
Patent number
US05606071

Reaction notes

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