2-Methoxy-4-(methylamino)-5-nitrobenzoic acid → 5-Amino-2-methoxy-4-(methylamino)benzoic acid

HRID 1406462Notes

Reaction equation

HRID 1406462 reaction equation

[CH3:1][O:2][C:3]1[CH:11]=[C:10]([NH:12][CH3:13])[C:9]([N+:14]([O-])=O)=[CH:8][C:4]=1[C:5]([OH:7])=[O:6]>C1COCC1.CO.[Pd]>[NH2:14][C:9]1[C:10]([NH:12][CH3:13])=[CH:11][C:3]([O:2][CH3:1])=[C:4]([CH:8]=1)[C:5]([OH:7])=[O:6]

Participants

5

Reactant 1

HCID 109879372-Methoxy-4-(methylamino)-5-nitrobenzoic acid

Product 1

HCID 595298385-Amino-2-methoxy-4-(methylamino)benzoic acid

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalyst

HCID 887MethanolSolvent

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared analogously to example 1b by hydrogenation of 2-methoxy-4-methylamino-5-nitro-benzoic acid using palladium/charcoal 10% in THF and methanol.

Sources & evidence

ORD record: ord-39fe1257e009453385f81700c9e7a2f6
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08916599B2

Reaction notes

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