Nitric Acid → HCID 15675931, compound

HRID 1460561Notes

Reaction equation

HRID 1460561 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8](=[O:10])[NH:7][C:6]=2[C:11]=1[CH3:12].[N+:13]([O-])([OH:15])=[O:14]>O>[F:1][C:2]1[C:3]([N+:13]([O-:15])=[O:14])=[CH:4][C:5]2[O:9][C:8](=[O:10])[NH:7][C:6]=2[C:11]=1[CH3:12]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 15675930HCID 15675930, compound

Product 1

HCID 15675931HCID 15675931, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

5-Fluoro-4-methyl-2-benzoxazolone (Preparation A, 2.01 g, 12 mmoles) was treated with concentrated nitric acid (24 ml) at room temperature under stirring. The mixture was heated to 50° C. and stirring continued for 20 minutes. Ice and water were added to the mixture and the resulting solids were collected, and washed with water and then with ethanol. The crude product was dried under reduced pressure and recrystallized from ethanol to give 1.84 g (72%) of the title compound: m.p. 194°-196° C.

Workup

  1. stirringstirring
  2. customthe resulting solids were collected
  3. washwashed with water
  4. dry with materialThe crude product was dried under reduced pressure
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-ac3e63d4bac04b7f86b8204420ac1cf5
Source dataset
uspto-grants-1991_12
Patent number
US05071863

Reaction notes

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