Methyl 2,4-dimethoxy-5-nitrobenzoate → Methyl 5-amino-2,4-dimethoxybenzoate

HRID 2293534Notes

Reaction equation

HRID 2293534 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]([O:13][CH3:14])[C:10]([N+:15]([O-])=O)=[CH:9][C:4]=1[C:5]([O:7][CH3:8])=[O:6].[H][H]>O1CCCC1.[C].[Pd]>[NH2:15][C:10]1[C:11]([O:13][CH3:14])=[CH:12][C:3]([O:2][CH3:1])=[C:4]([CH:9]=1)[C:5]([O:7][CH3:8])=[O:6]

Participants

5

Reactant 2

HCID 11622839Methyl 2,4-dimethoxy-5-nitrobenzoateHCID 178418361HCID 178418361, compound

Product 1

HCID 16638096Methyl 5-amino-2,4-dimethoxybenzoate

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A 4.00 g portion of methyl 2,4-dimethoxy-5-nitrobenzoate was dissolved in 200 ml of tetrahydrofuran, and 0.40 g of 10% palladium-carbon was added, followed by stirring for 12 hours at room temperature under normal pressure in an atmosphere of hydrogen. After removing insoluble matter by filtration, the solvent was evaporated under a reduced pressure to give 3.6 g of methyl 5-amino-2,4-dimethoxybenzoate.

Workup

  1. customAfter removing insoluble matter
  2. filtrationby filtration
  3. customthe solvent was evaporated under a reduced pressure

Sources & evidence

ORD record
ord-fdf582eeabdf4a26ba561139d65a47bb
Source dataset
uspto-grants-1997_11
Patent number
US05686482

Reaction notes

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