Acetic Acid → HCID 10400153, compound

HRID 1282294Notes

Reaction equation

HRID 1282294 reaction equation
[CH3:1][C:2]1[CH:13]=[C:6]2[C:7]([O:9][C:10](=[O:12])[NH:11][C:5]2=[CH:4][CH:3]=1)=[O:8].C(O)(=O)C.C(O)(C(F)(F)F)=O.[Br:25]Br>O>[Br:25][C:13]1[C:2]([CH3:1])=[CH:3][CH:4]=[C:5]2[NH:11][C:10](=[O:12])[O:9][C:7](=[O:8])[C:6]=12

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 6422Trifluoroacetic acidHCID 24408BromineHCID 2944785-Methylisatoic anhydride

Product 1

HCID 10400153HCID 10400153, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
5 °C

Procedure

To a suspension of 5-methyl-isatoic anhydride (9.2 g, 0.052 mol) in a mixture of glacial acetic acid (60 mL) and TFA (30 mL), bromine (9.9 g, 0.062 mol) was added under stirring at 5° C. Reaction mixture warmed to room temperature and stirred˜5 hours. Poured in cold water and yellow ppt filtered and washed with water and dried. Yield: 12.09 g, 90%.

Workup

  1. additionwas added
  2. customReaction mixture
  3. temperaturewarmed to room temperature
  4. stirringstirred˜5 hours
  5. filtrationyellow ppt filtered
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-2dffaa312b5146b099e42e11fd4c9b22
Source dataset
uspto-grants-2002_09
Patent number
US06455698B1

Reaction notes

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