Anthranilic Acid → HCID 10920656, compound

HRID 964974Notes

Reaction equation

HRID 964974 reaction equation
[C:1]([OH:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[NH2:4].[CH2:11](N(CC)CC)C>>[N:4]1[C:3]2[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=2[C:1](=[O:10])[O:9][CH:11]=1

Participants

3

Reactant 2

HCID 227Anthranilic AcidHCID 8471Triethylamine

Product 1

HCID 10920656HCID 10920656, compound

Procedure

involves reacting anthranilic acid derivative of Formula (1) with appropriately substituted anhydrides (2), in this case trifluoroacetate anhydride, in the presence of tertiary bases like triethylamine at elevated temperatures preferably at the reflux for 1-6 hours, preferably 2 hours. The volatile components are removed under reduced pressure and the residue treated with an ethereal solvent like diethyl ether and water. The ethereal layer was separated, dried over MgSO4 and concentrated to give the appropriate benzo[d][1,3]oxazin-4-one derivative as the product.

Workup

  1. customThe volatile components are removed under reduced pressure
  2. additionthe residue treated with an ethereal solvent like diethyl ether and water
  3. customThe ethereal layer was separated
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-25eb3f2e5bd64f06800efae1889f0751
Source dataset
uspto-grants-1998_06
Patent number
US05773444

Reaction notes

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