3-Nitrophthalic acid → 3-Aminophthalic acid

HRID 1263218Notes

Reaction equation

HRID 1263218 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:6]([C:7]([OH:9])=[O:8])[C:5]=1[C:13]([OH:15])=[O:14])([O-])=O>CO>[NH2:1][C:4]1[CH:12]=[CH:11][CH:10]=[C:6]([C:7]([OH:9])=[O:8])[C:5]=1[C:13]([OH:15])=[O:14]

Participants

3

Reactant 1

HCID 690433-Nitrophthalic acid3×

Product 1

HCID 794903-Aminophthalic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A commercial sample of 3-nitrophthalic acid (20% 4-nitro by TLC) is dissolved in 150 ml. of hot water, filtered and cooled for 2 hours to give 13 g. of pure 3-nitrophthalic acid as a white solid. The recrystallized 3-nitrophthalic acid (13 g., 0.062 mole) is dissolved in methanol (200 ml.) and hydrogenated over platinic oxide (50 mg.) at 25 psi. When uptake ceases (one hour), the mixture is filtered and evaporated to 12.4 g. of solid 3-aminophthalic acid.

Workup

  1. filtrationof hot water, filtered
  2. temperaturecooled for 2 hours
  3. customto give 13 g
  4. filtrationWhen uptake ceases (one hour), the mixture is filtered
  5. customevaporated to 12.4 g

Sources & evidence

ORD record
ord-2dc11133ac024e7cb36bddf87661a044
Source dataset
uspto-grants-1984_06
Patent number
US04456595

Reaction notes

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