4-(Acetylamino)-2-nitrobenzoic acid → 4-Amino-2-nitrobenzoic Acid

HRID 1291116Notes

Reaction equation

HRID 1291116 reaction equation
C([NH:4][C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[C:7]([N+:14]([O-:16])=[O:15])[CH:6]=1)(=O)C>[OH-].[K+]>[NH2:4][C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[C:7]([N+:14]([O-:16])=[O:15])[CH:6]=1

Participants

3

Reactant 1

HCID 731384-(Acetylamino)-2-nitrobenzoic acid

Product 1

HCID 2357134-Amino-2-nitrobenzoic AcidYield 69%

Reagents, catalysts & solvents 1

HCID 14797Potassium HydroxideSolvent

Conditions

Temperature
0 °C

Procedure

3.36 g (0.0185 mol) of 4-acetamido-2-nitrobenzoic acid were dissolved in 34 ml of 10% KOH and stirred at 90° for 1 hr. After cooling to 0° C. the mixture was acidified with 37% HCI, stirred for a further 1 hr., the precipitate was filtered under suction, washed with water and dried in a high vacuum at 45° C. 2.32 g (69%) of 4-amino-2-nitrobenzoic acid were obtained as yellow crystals. MS: me/e=205 (C7H6NaN2O4 +).

Workup

  1. stirringstirred for a further 1 hr
  2. filtration, the precipitate was filtered under suction
  3. washwashed with water
  4. customdried in a high vacuum at 45° C

Sources & evidence

ORD record
ord-41c79d53ca47456a815dce94e4df38ee
Source dataset
uspto-grants-1998_05
Patent number
US05753679

Reaction notes

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