4-Nitroisophthalic acid → 4-Aminobenzene-1,3-dioic acid

HRID 425761

Reaction equation

HRID 425761 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8]([OH:10])=[O:9])=[CH:6][C:5]=1[C:13]([OH:15])=[O:14])([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:12]=[CH:11][C:7]([C:8]([OH:10])=[O:9])=[CH:6][C:5]=1[C:13]([OH:15])=[O:14]

Participants

4

Reactant 1

HCID 30624384-Nitroisophthalic acid

Product 1

HCID 113558524-Aminobenzene-1,3-dioic acidYield 87%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 4-nitro isophthalic acid (98 g, 0.457 mol) in methanol (5 L) was added Pd/C (20%) and hydrogenated at RT for 4 h. The reaction mixture was filtered through celite and filtrate concentrated under vacuum to give 4-amino isophthalic acid (72 g, 87%) as a solid.

Workup

  1. filtrationThe reaction mixture was filtered through celite and filtrate
  2. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-cfbdf63e2ce043f4bfa7dd3fb1708429
Source dataset
uspto-grants-2012_01
Patent number
US08106214B2

Linked notes

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