2-(Methylamino)-3-nitrobenzoic acid → HCID 18355255, compound

HRID 1898138Notes

Reaction equation

HRID 1898138 reaction equation
[CH3:1][NH:2][C:3]1[C:11]([N+:12]([O-])=O)=[CH:10][CH:9]=[CH:8][C:4]=1[C:5]([OH:7])=[O:6].[H][H]>CCOC(C)=O.CCO.[Pd]>[NH2:12][C:11]1[C:3]([NH:2][CH3:1])=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([OH:7])=[O:6]

Participants

6

Reactant 2

HCID 225698742-(Methylamino)-3-nitrobenzoic acidHCID 178418361HCID 178418361, compound

Product 1

HCID 18355255HCID 18355255, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 2-methylamino-3-nitro-benzoic acid and 10% Pd/C (300 mg) in EtOAc (5 mL) and EtOH (5 mL) was stirred in an atmosphere of hydrogen over night. The mixture was filtered though a pad of Celite and the filter cake was washed with EtOAc. The filtrate was concentrated under reduced pressure to provide 3-amino-2-methylamino-benzoic acid.

Workup

  1. filtrationThe mixture was filtered though a pad of Celite
  2. washthe filter cake was washed with EtOAc
  3. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-c9ace4af81144d8e89c237150a76eeda
Source dataset
uspto-grants-2013_08
Patent number
US08519135B2

Reaction notes

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