Sulfuric Acid → 5-Amino-2-methoxybenzoic acid

HRID 237120

Reaction equation

HRID 237120 reaction equation
[NH2:1][C:2]1[CH:10]=[C:6]([C:7]([OH:9])=[O:8])[C:5]([OH:11])=[CH:4][CH:3]=1.S(=O)(=O)(O)O.[C:17](=O)([O-])[O-].[Na+].[Na+]>CO>[CH3:17][O:11][C:5]1[C:6](=[CH:10][C:2]([NH2:1])=[CH:3][CH:4]=1)[C:7]([OH:9])=[O:8]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 40755-Aminosalicylic AcidHCID 10340Sodium Carbonate

Product 1

HCID 135492445-Amino-2-methoxybenzoic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 10 g of 5-aminosalicyclic acid, 100 ml of methanol and 5 ml of sulfuric acid are refluxed overnight. The reaction mixture is cooled, basified with sodium carbonate and the methanol is evaporated. The resulting solid is washed with water and dried giving 4.0 g of methyl-5-aminosalicylic acid.

Workup

  1. temperatureThe reaction mixture is cooled
  2. customthe methanol is evaporated
  3. washThe resulting solid is washed with water
  4. customdried

Sources & evidence

ORD record
ord-0bc782b352414c98ba5f6e110eaba258
Source dataset
uspto-grants-1979_06
Patent number
US04159384

Linked notes

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