Ammonium Hydroxide → 4-Amino-2-hydroxybenzamide

HRID 1969159Notes

Reaction equation

HRID 1969159 reaction equation
S(=O)(=O)(O)O.[NH2:6][C:7]1[CH:8]=[C:9]([OH:17])[C:10](=[CH:15][CH:16]=1)[C:11](OC)=[O:12].[OH-].[NH4+:19]>CO>[NH2:6][C:7]1[CH:8]=[C:9]([OH:17])[C:10](=[CH:15][CH:16]=1)[C:11]([NH2:19])=[O:12]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 68720411Methyl 4-aminosalicylate bisulfate

Product 1

HCID 4594244-Amino-2-hydroxybenzamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 4-aminosalicylate bisulfate (5 g) is suspended in 20 mL of methanol. To the solution, 20 mL of 28% ammonium hydroxide is added slowly until all solid is dissolved. The reaction mixture is stirred at ambient conditions overnight. Solvent is removed under reduced pressure and water is lyophilized. The residue is collected, washed with minimum amount of ice water and dried to yield 2.5 g of the product as off-white powders.

Workup

  1. dissolutionis dissolved
  2. customSolvent is removed under reduced pressure and water
  3. customThe residue is collected
  4. washwashed with minimum amount of ice water
  5. customdried

Sources & evidence

ORD record
ord-2627ccb4be694f5ba7773d4ee4f339eb
Source dataset
uspto-grants-2013_04
Patent number
US08426466B2

Reaction notes

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