Hydrochloric Acid → 6-Amino-2-methyl-3-nitrobenzoic acid

HRID 861818

Reaction equation

HRID 861818 reaction equation
[CH3:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[C:7]([NH:14]C(=O)C)[C:3]=1[C:4]([OH:6])=[O:5].Cl>[OH-].[Na+]>[CH3:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[C:7]([NH2:14])[C:3]=1[C:4]([OH:6])=[O:5]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 152831716-Acetylamino-2-methyl-3-nitro-benzoic acid

Product 1

HCID 152831726-Amino-2-methyl-3-nitrobenzoic acid

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
95 °C

Procedure

450 ml of 2N NaOH are initially taken and 75.6 g (0.317 mol) of 2-methyl-3-nitro-6-acetamidobenzoic acid are added. The reaction mixture is then warmed to 95° C. and is stirred at this temperature for one hour. After cooling to 10° C., it is acidified by addition of 425 ml of 2N HCl, and the precipitate which deposits is filtered off with suction, washed with water and dried under reduced pressure at 50° C. Yield: 50.7 g (0.258 mol)=82% of theory, m.p.: 183°-184° C.

Workup

  1. temperatureAfter cooling to 10° C.
  2. filtrationthe precipitate which deposits is filtered off with suction
  3. washwashed with water
  4. customdried under reduced pressure at 50° C

Sources & evidence

ORD record
ord-5a188c1f1b5541a88a1b51579974e44b
Source dataset
uspto-grants-1998_02
Patent number
US05716905

Linked notes

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