Acetic Acid → HCID 19917422, compound

HRID 1756257Notes

Reaction equation

HRID 1756257 reaction equation
[NH2:1][N:2]1[C:7]2[CH:8]=[C:9]([C:12]([F:15])([F:14])[F:13])[CH:10]=[CH:11][C:6]=2[O:5][C:4]([CH3:17])([CH3:16])[CH2:3]1.[C:18](O)(=[O:20])[CH3:19]>>[C:18]([NH:1][N:2]1[C:7]2[CH:8]=[C:9]([C:12]([F:15])([F:13])[F:14])[CH:10]=[CH:11][C:6]=2[O:5][C:4]([CH3:17])([CH3:16])[CH2:3]1)(=[O:20])[CH3:19]

Participants

3

Reactant 2

HCID 176Acetic AcidHCID 19917415HCID 19917415, compound

Product 1

HCID 19917422HCID 19917422, compoundYield 63%

Procedure

Acetic acid (3 ml) was added to 123 mg of 4-amino-2,2-dimethyl-6-trifluoromethyl-1,4-benzoxazine, followed by refluxing for 1 hour. The acetic acid was distilled off under reduced pressure and the residue was dissolved in ethyl acetate. The resulting solution was washed first with a 1N aqueous solution of sodium hydroxide and then with water, and was dried over magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was purified by chromatography on a silica gel column, whereby 90 mg of Compound No. 2 were obtained (yield: 63%). EXAMPLE 2

Workup

  1. temperatureby refluxing for 1 hour
  2. distillationThe acetic acid was distilled off under reduced pressure
  3. dissolutionthe residue was dissolved in ethyl acetate
  4. washThe resulting solution was washed first with a 1N aqueous solution of sodium hydroxide
  5. dry with materialwith water, and was dried over magnesium sulfate
  6. distillationThe solvent was distilled off under reduced pressure
  7. customthe residue was purified by chromatography on a silica gel column, whereby 90 mg of Compound No
  8. custom2 were obtained (yield: 63%)

Sources & evidence

ORD record
ord-f1b201808320411faf4b75d8d7c4349c
Source dataset
uspto-grants-1995_08
Patent number
US05440036

Reaction notes

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