Urea → 2(3H)-Benzoxazolone, 5,7-dimethyl-

HRID 1460570Notes

Reaction equation

HRID 1460570 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[C:3]=1[OH:10].N[C:12](N)=[O:13]>C(O)C>[CH3:8][C:6]1[CH:5]=[C:4]([CH3:9])[C:3]2[O:10][C:12](=[O:13])[NH:1][C:2]=2[CH:7]=1

Participants

4

Reactant 2

HCID 1176UreaHCID 1005306-Amino-2,4-xylenol

Product 1

HCID 131175882(3H)-Benzoxazolone, 5,7-dimethyl-Yield 74.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
170 °C

Procedure

A mixture of 2-amino-4, 6-dimethylphenol (6.86 g, 50 mmoles) and urea (6.01 g, 100 mmoles) was heated at 170° C. for 1 hour. After cooling the resulting solid was dissolved in hot ethanol and recrystallized to give 6.05 g of the title compound.

Workup

  1. temperatureAfter cooling the resulting solid
  2. customrecrystallized

Sources & evidence

ORD record
ord-04ba2164edec41cd8864199d914bc99b
Source dataset
uspto-grants-1991_12
Patent number
US05071863

Reaction notes

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