HCID 10727240, compound → HCID 58279044, compound

HRID 85146Notes

Reaction equation

HRID 85146 reaction equation
[NH2:1][C:2]1[C:3]([N+:13]([O-])=O)=[C:4]([CH:8]=[C:9]([O:11][CH3:12])[CH:10]=1)[C:5]([OH:7])=[O:6].[H][H]>CO.[Pd]>[NH2:13][C:3]1[C:2]([NH2:1])=[CH:10][C:9]([O:11][CH3:12])=[CH:8][C:4]=1[C:5]([OH:7])=[O:6]

Participants

5

Reactant 2

HCID 10727240HCID 10727240, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 58279044HCID 58279044, compoundYield 51.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

3-amino-5-methoxy-2-nitrobenzoic acid (85; 1.6 g, 7.5 mmol) was dissolved in methanol (100 mL) and 10% Pd/C (300 mg) was added. The resulting reaction mixture was stirred under 1 atm of hydrogen at room temperature for 18 h. The reaction mixture was filtered through a pad of Celite and the filtrate was concentrated under reduced pressure to afford 2,3-diamino-5-methoxybenzoic acid 86 (0.7 g).

Workup

  1. customThe resulting reaction mixture
  2. filtrationThe reaction mixture was filtered through a pad of Celite
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-79ec96a960c5426c8e51f74c26202338
Source dataset
uspto-grants-2014_09
Patent number
US08846947B2

Reaction notes

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