Hydrochloric Acid → 3-Amino-4-(trifluoromethyl)benzoic acid

HRID 1660176

Reaction equation

HRID 1660176 reaction equation
[OH-:1].[Na+].[NH2:3][C:4]1[CH:9]=[C:8]([C:10](N)=[O:11])[CH:7]=[CH:6][C:5]=1[C:13]([F:16])([F:15])[F:14].Cl>O>[NH2:3][C:4]1[CH:9]=[C:8]([C:10]([OH:1])=[O:11])[CH:7]=[CH:6][C:5]=1[C:13]([F:16])([F:15])[F:14]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 705662933-Amino-4-(trifluoromethyl)benzamide

Product 1

HCID 6426513-Amino-4-(trifluoromethyl)benzoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Into 160 ml. of water containing 9.6 g. of sodium hydroxide is suspended 16 g. of 2-amino-α,α,α-trifluoro-p-toluamide. The solution is refluxed 5 hours, then cooled, poured onto ice and acidified to a pH of 6 with concentrated hydrochloric acid. The resultant precipitate is filtered, washed with water and dried in vacuo to yield 2-amino-α,α,α-trifluoro-p-toluic acid (4-trifluoromethylanthranilic acid), m.p. 175°-177° C.

Workup

  1. temperatureThe solution is refluxed 5 hours
  2. temperaturecooled
  3. additionpoured onto ice
  4. filtrationThe resultant precipitate is filtered
  5. washwashed with water
  6. customdried in vacuo

Sources & evidence

ORD record
ord-b917d4d5f69549fdbd555b5954582d11
Source dataset
uspto-grants-1981_12
Patent number
US04307113

Linked notes

Loading…