Hydrochloric Acid → 2-amino-5-methyl-3-nitrobenzoic acid

HRID 1367932Notes

Reaction equation

HRID 1367932 reaction equation
[CH3:1][C:2]1[CH:13]=[C:6]2[C:7]([O:9]C(=O)[NH:11][C:5]2=[C:4]([N+:14]([O-:16])=[O:15])[CH:3]=1)=[O:8].[OH-].[Na+].Cl>C(OCC)(=O)C>[NH2:11][C:5]1[C:4]([N+:14]([O-:16])=[O:15])=[CH:3][C:2]([CH3:1])=[CH:13][C:6]=1[C:7]([OH:9])=[O:8]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86608391HCID 86608391, compound

Product 1

HCID 2319842-amino-5-methyl-3-nitrobenzoic acidYield 72.4%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

3.9 g (17.6 mmol) of the above 5-methyl-3-nitroisatoic anhydride in ethyl acetate (50 mL) was treated with NaOH at r.t. for 2 h. The mixture was neutralized with dilute HCl solution and the resulting solid was filtered and washed with water and dried to give 2.5 g (72%) of 2-amino-5-methyl-3-nitrobenzoic acid.

Workup

  1. filtrationthe resulting solid was filtered
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-2ef41214edf14c59b0d02923a248e040
Source dataset
uspto-grants-2011_02
Patent number
US07893267B2

Reaction notes

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