Hydrochloric Acid → 4-Amino-5-chloro-2-methoxybenzoic acid

HRID 458135Notes

Reaction equation

HRID 458135 reaction equation
C([NH:4][C:5]1[C:14]([Cl:15])=[CH:13][C:8]([C:9]([O:11]C)=[O:10])=[C:7]([O:16][CH3:17])[CH:6]=1)(=O)C.[OH-].[K+].Cl>C(O)C>[NH2:4][C:5]1[C:14]([Cl:15])=[CH:13][C:8]([C:9]([OH:11])=[O:10])=[C:7]([O:16][CH3:17])[CH:6]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 77721Methyl 4-acetamido-5-chloro-2-methoxybenzoate

Product 1

HCID 816264-Amino-5-chloro-2-methoxybenzoic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Methyl 4-acetamido-5-chloro-2-methoxybenzoate is dissolved in ethanol and aqueous potassium hydroxide added. The solution is refluxed for a short time, cooled and concentrated hydrochloric acid added. The resulting precipitate is filtered off, washed with water and dried to give the title compound as a white solid.

Workup

  1. temperatureThe solution is refluxed for a short time
  2. temperaturecooled
  3. filtrationThe resulting precipitate is filtered off
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-d35dadbfa42b41ef9a8ff4f10f5347b0
Source dataset
uspto-grants-2007_03
Patent number
US07189852B2

Reaction notes

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