2,3-Dimethoxy-6-nitrobenzoic acid → 6-Amino-2,3-dimethoxybenzoic acid

HRID 557148Notes

Reaction equation

HRID 557148 reaction equation
[N+:1]([C:4]1[C:9]([C:10]([OH:12])=[O:11])=[C:8]([O:13][CH3:14])[C:7]([O:15][CH3:16])=[CH:6][CH:5]=1)([O-])=O>C(O)C>[NH2:1][C:4]1[C:9]([C:10]([OH:12])=[O:11])=[C:8]([O:13][CH3:14])[C:7]([O:15][CH3:16])=[CH:6][CH:5]=1

Participants

3

Reactant 1

HCID 127623792,3-Dimethoxy-6-nitrobenzoic acid

Product 1

HCID 117455906-Amino-2,3-dimethoxybenzoic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 23.4 g (104 mmol) 6-nitro-2,3-dimethoxy-benzoic acid in ethanol 2.5 g Pd/C were added and treated with 1 bar H2 for 24 h. The catalyst was removed by filtration over Celite, the solution evaporated, the residue was dissolved in 300 ml dioxane and lyophilized.

Workup

  1. additiontreated with 1 bar H2 for 24 h
  2. customThe catalyst was removed by filtration over Celite
  3. customthe solution evaporated
  4. dissolutionthe residue was dissolved in 300 ml dioxane

Sources & evidence

ORD record
ord-fd622ac2179f4546af9ee89b24042fcf
Source dataset
uspto-grants-2011_11
Patent number
US08058431B2

Reaction notes

Loading…