2-Methyl-3-nitrobenzoic acid → 3-Amino-2-methylbenzoic acid

HRID 248670

Reaction equation

HRID 248670 reaction equation
[CH3:1][C:2]1[C:10]([N+:11]([O-])=O)=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]>C(O)C.[C].[Pd]>[NH2:11][C:10]1[C:2]([CH3:1])=[C:3]([CH:7]=[CH:8][CH:9]=1)[C:4]([OH:6])=[O:5]

Participants

4

Reactant 1

HCID 160962-Methyl-3-nitrobenzoic acid

Product 1

HCID 27336993-Amino-2-methylbenzoic acidYield 105.5%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

2-Methyl-3-nitrobenzoic acid (5 g) is dissolved in ethanol (50 ml) and the mixture is subjected to catalytic reduction with 5% palladium carbon (0.25 g) at room temperature for 5 hours. The catalyst is removed by filtration, and the filtrate is concentrated to give 3-amino-2-methylbenzoic acid (4.4 g).

Workup

  1. customThe catalyst is removed by filtration
  2. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-25bac0b8595d459e931cc0de2220011b
Source dataset
uspto-grants-1993_05
Patent number
US05210266

Linked notes

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