Hydrochloric Acid → 2-Amino-3-(trifluoromethyl)benzoic acid

HRID 325485

Reaction equation

HRID 325485 reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:11]=1[NH:10]C(=O)[C:8]2=[O:13].[OH:16]O.Cl>[OH-].[Na+].O>[F:14][C:2]([F:1])([F:15])[C:3]1[C:11]([NH2:10])=[C:7]([CH:6]=[CH:5][CH:4]=1)[C:8]([OH:13])=[O:16]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 784Hydrogen PeroxideHCID 6045757-Trifluoromethylisatin

Product 1

HCID 6045692-Amino-3-(trifluoromethyl)benzoic acid

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

7-Trifluoromethylisatin (10 g, 46 mmol) was dissolved in 5% sodium hydroxide solution (83 ml). To this was added dropwise over 30 minutes a solution of 50% hydrogen peroxide (7.4 ml) in water (4.6 ml); the temperature rose to 50°. The solution was stirred an additional 30 minutes, acidified (conc. HCl) to pH 1-2, and the tan product was filtered.

Workup

  1. customrose to 50°
  2. filtrationthe tan product was filtered

Sources & evidence

ORD record
ord-c4d53f54931b4664aa89f8d725f00624
Source dataset
uspto-grants-1984_04
Patent number
US04440941

Linked notes

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