Sodium Hydroxide → HCID 86748071, compound

HRID 1742196Notes

Reaction equation

HRID 1742196 reaction equation
[Cl:1][C:2]1[CH:24]=[C:23]([C:25]([F:28])([F:27])[F:26])[CH:22]=[C:21]([F:29])[C:3]=1[O:4][C:5]1[CH:20]=[CH:19][C:8]2[N:9]([CH3:18])[C:10](=[O:17])[C:11]([CH3:16])([C:13](=O)[CH3:14])[O:12][C:7]=2[CH:6]=1.Cl.[NH2:31][OH:32].[OH-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:24]=[C:23]([C:25]([F:28])([F:26])[F:27])[CH:22]=[C:21]([F:29])[C:3]=1[O:4][C:5]1[CH:20]=[CH:19][C:8]2[N:9]([CH3:18])[C:10](=[O:17])[C:11]([CH3:16])([C:13](=[N:31][OH:32])[CH3:14])[O:12][C:7]=2[CH:6]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 19008597HCID 19008597, compound2×

Product 1

HCID 86748071HCID 86748071, compoundYield 96.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

7-(2-Chloro-6-fluoro-4-trifluoromethylphenoxy)-2,4-dimethyl-2-acetyl-3,4-dihydro-3-oxo-2H-1,4-benzoxazine (Compound 93) (0.3 g) obtained in Example 15 was dissolved in ethanol (10 ml), and hydroxylamine hydrochloride (0.1 g) and 1N-sodium hydroxide (0.8 ml) were added, followed by stirring at 90° C. for 2 hours. The reaction mixture was concentrated under a reduced pressure, and the residue was purified by silica gel chromatography (eluant: n-hexane/ethyl acetate=2/1) to give 0.3 g of the title compound (colorless crystals).

Workup

  1. concentrationThe reaction mixture was concentrated under a reduced pressure
  2. customthe residue was purified by silica gel chromatography (eluant: n-hexane/ethyl acetate=2/1)

Sources & evidence

ORD record
ord-bae480cc57b54c70aeeebe5908c04853
Source dataset
uspto-grants-1994_08
Patent number
US05338719

Reaction notes

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