Sodium Hydroxide → 2-Methoxy-4-(methylamino)-5-nitrobenzoic acid
Reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]([N:13](C)[C:14](=O)C)[C:10]([N+:18]([O-:20])=[O:19])=[CH:9][C:4]=1[C:5]([O:7]C)=[O:6].[OH-].[Na+]>CCO>[CH3:1][O:2][C:3]1[CH:12]=[C:11]([NH:13][CH3:14])[C:10]([N+:18]([O-:20])=[O:19])=[CH:9][C:4]=1[C:5]([OH:7])=[O:6]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of methyl 2-methoxy-4-(N-methylacetamido)-5-nitrobenzoate (2.1 g; 0.74 mmol), aqueous NaOH (29 mL; 1 M; 29 mmol) and EtOH (30 mL) was refluxed for 2 h. The mixture was thereafter concentrated and the remaining aqueous phase was acidified to strongly acidic pH with acetic acid, sonicated and filtered to give the sub-title compound.
Workup
- temperaturewas refluxed for 2 h
- concentrationThe mixture was thereafter concentrated
- customsonicated
- filtrationfiltered
Sources & evidence
- ORD record
- ord-70040ff55c404bd998431a18ee25facc
- Source dataset
- uspto-grants-2014_12
- Patent number
- US08921405B2
Reaction notes
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