Acetic Anhydride → 6-Chloro-2-methyl-4H-3,1-benzoxazin-4-one

HRID 747602Notes

Reaction equation

HRID 747602 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[C:12](OC(=O)C)(=O)[CH3:13]>>[Cl:11][C:8]1[CH:9]=[CH:10][C:2]2[N:1]=[C:12]([CH3:13])[O:5][C:4](=[O:6])[C:3]=2[CH:7]=1

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 124762-Amino-5-chlorobenzoic acid

Product 1

HCID 2911346-Chloro-2-methyl-4H-3,1-benzoxazin-4-one

Procedure

To 15 g of 2-amino-5-chlorobenzoic acid are added 80 ml of acetic anhydride, and the mixture is refluxed for 2 hours. The reaction medium is concentrated and the residue is recrystallized from ethanol. After filtering off and rinsing the precipitate, 10.25 g of the expected product are obtained.

Workup

  1. temperaturethe mixture is refluxed for 2 hours
  2. concentrationThe reaction medium is concentrated
  3. customthe residue is recrystallized from ethanol
  4. filtrationAfter filtering off
  5. washrinsing the precipitate, 10.25 g of the expected product
  6. customare obtained

Sources & evidence

ORD record
ord-749d375a8fed4fc7a00a82d46da9bf2c
Source dataset
uspto-grants-2008_07
Patent number
US07396958B2

Reaction notes

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