3-Nitro-4-(propylamino)benzoic acid → 3-Amino-4-(propylamino)benzoic acid

HRID 1448087Notes

Reaction equation

HRID 1448087 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[NH:13][CH2:14][CH2:15][CH3:16])[C:7]([OH:9])=[O:8])([O-])=O.[H][H]>[Ni].CO>[NH2:1][C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[NH:13][CH2:14][CH2:15][CH3:16])[C:7]([OH:9])=[O:8]

Participants

5

Reactant 2

HCID 117155563-Nitro-4-(propylamino)benzoic acidHCID 178418361HCID 178418361, compound

Product 1

HCID 115864403-Amino-4-(propylamino)benzoic acid

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A mixture of 4.5 parts of 3-nitro-4-(propylamino)benzoic acid and 80 parts of methanol is hydrogenated at normal pressure and at room temperature with 2 parts of Raney-nickel catalyst. After the calculated amount of hydrogen is taken up, the catalyst is filtered off, 100 parts of acetic acid are added to the filtrate and the whole is evaporated, yielding 4.5 parts of 3-amino-4-(propylamino)benzoic acid as a residue.

Workup

  1. filtrationthe catalyst is filtered off
  2. addition100 parts of acetic acid are added to the filtrate
  3. customthe whole is evaporated

Sources & evidence

ORD record
ord-7831dc8c9f834d919e138c30aa589a11
Source dataset
uspto-grants-1979_12
Patent number
US04179505

Reaction notes

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