Hydrochloric Acid → 2-Amino-3-nitrobenzoic acid

HRID 278029

Reaction equation

HRID 278029 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:6]([C:7](N)=[O:8])[C:5]=1C([O-])=O)([O-:3])=[O:2].[NH4+:16].Cl[O-:18].[Na+].[OH-].[Na+].Cl>O>[NH2:16][C:5]1[C:4]([N+:1]([O-:3])=[O:2])=[CH:12][CH:11]=[CH:10][C:6]=1[C:7]([OH:8])=[O:18]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 23665760Sodium HypochloriteHCID 70153617Ammonium 3-nitrophthalamidate

Product 1

HCID 2196332-Amino-3-nitrobenzoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
70 °C

Procedure

22 g (105.2 mmol) of ammonium 3-nitrophthalamidate (1a) were treated with stirring with 165 ml of sodium hypochlorite solution. After 5 minutes, a solution of 8.8 g of sodium hydroxide in 22 ml of water was added and the mixture was then stirred at 70° C. for 1 h. The suspension was poured into 500 ml of water with stirring. The resulting clear solution was acidified with concentrated HCl. The precipitate was filtered off and dried in a desiccator. Yield: 9.68 g (51%).

Workup

  1. stirringwith stirring
  2. filtrationThe precipitate was filtered off
  3. customdried in a desiccator

Sources & evidence

ORD record
ord-5f008454695c42c0ba33289a88e46f8d
Source dataset
uspto-grants-2002_03
Patent number
US06358978B1

Linked notes

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