Ammonium Hydroxide → 2-Amino-3-methoxybenzoic acid

HRID 67899

Reaction equation

HRID 67899 reaction equation
S(S([O-])=O)([O-])=O.[Na+].[Na+].[N+:9]([C:12]1[C:20]([O:21][CH3:22])=[CH:19][CH:18]=[CH:17][C:13]=1[C:14]([OH:16])=[O:15])([O-])=O.[OH-].[NH4+]>O>[NH2:9][C:12]1[C:20]([O:21][CH3:22])=[CH:19][CH:18]=[CH:17][C:13]=1[C:14]([OH:16])=[O:15]

Participants

5

Reactant 3

HCID 14923Ammonium HydroxideHCID 24489Sodium DithioniteHCID 786323-Methoxy-2-nitrobenzoic acid

Product 1

HCID 2557202-Amino-3-methoxybenzoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Sodium dithionite (84 g, 0.48 m) in water (100 ml) was added to 2-nitro-3-methoxybenzoic acid (20 g, 0.10 m) in water (100 ml)/concentrated ammonium hydroxide solution (6 ml). After stirring 3 hours the product was filtered. Acidification of the filtrate, saturation with sodium chloride and extraction with ether provided a small second crop of product.

Workup

  1. filtrationwas filtered
  2. extractionAcidification of the filtrate, saturation with sodium chloride and extraction with ether
  3. customprovided a small second crop of product

Sources & evidence

ORD record
ord-d80a64fdee7e471cb9eefeee23214b74
Source dataset
uspto-grants-1982_08
Patent number
US04347246

Linked notes

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