Methyl 4-(methylamino)-3-nitrobenzoate → Methyl 3-amino-4-(methylamino)benzoate

HRID 410826

Reaction equation

HRID 410826 reaction equation
[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH3:11])=[C:6]([N+:12]([O-])=O)[CH:5]=1>[Pd]>[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH3:11])=[C:6]([NH2:12])[CH:5]=1

Participants

3

Reactant 1

HCID 7650848Methyl 4-(methylamino)-3-nitrobenzoate

Product 1

HCID 15586064Methyl 3-amino-4-(methylamino)benzoateYield 96.1%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

3-amino-4-methylamino-benzoic acid methyl ester (677 mg) was prepared by following General Procedure B starting from 4-methylamino-3-nitro-benzoic acid methyl ester (822 mg) and Pd/C (10% by weight, 82 mg). The crude product was used in the next step without further purification.

Workup

  1. customThe crude product was used in the next step without further purification

Sources & evidence

ORD record
ord-4518beb51d0246db85a61f63cb1016c4
Source dataset
uspto-grants-2014_06
Patent number
US08759535B2

Linked notes

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