Hydrochloric Acid → 2-(Methylamino)-3-nitrobenzoic acid

HRID 419129Notes

Reaction equation

HRID 419129 reaction equation
C[O:2][C:3](=[O:21])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N+:10]([O-:12])=[O:11])[C:5]=1[N:13](C)[C:14](=O)C(F)(F)F.[OH-].[Na+].Cl>C1COCC1>[CH3:14][NH:13][C:5]1[C:6]([N+:10]([O-:12])=[O:11])=[CH:7][CH:8]=[CH:9][C:4]=1[C:3]([OH:21])=[O:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86610778HCID 86610778, compound

Product 1

HCID 225698742-(Methylamino)-3-nitrobenzoic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 2-[methyl-(2,2,2-trifluoro-acetyl)-amino]-3-nitro-benzoic acid methyl ester (1.7 g, 5.5 mmol) and 5 M aqueous NaOH (5 mL) in THF (10 mL) was stirred at 50° C. for several hours. The mixture was acidified with 4 M HCl and extracted with EtOAc to provide 2-methylamino-3-nitro-benzoic acid. MS m/z: 197.0 (M+H)+.

Workup

  1. extractionextracted with EtOAc

Sources & evidence

ORD record
ord-0ac1d23363a844a889c22b171fdb40ba
Source dataset
uspto-grants-2012_01
Patent number
US08093247B2

Reaction notes

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