Methyl 5-amino-2-ethoxy-4-nitrobenzoate → Methyl 4,5-diamino-2-ethoxybenzoate

HRID 1789073Notes

Reaction equation

HRID 1789073 reaction equation
[NH2:1][C:2]1[C:3]([N+:15]([O-])=O)=[CH:4][C:5]([O:12][CH2:13][CH3:14])=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8]>C(O)C.[C].[Pd]>[NH2:15][C:3]1[C:2]([NH2:1])=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[C:5]([O:12][CH2:13][CH3:14])[CH:4]=1

Participants

4

Reactant 1

HCID 13912859Methyl 5-amino-2-ethoxy-4-nitrobenzoate

Product 1

HCID 13913221Methyl 4,5-diamino-2-ethoxybenzoate

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A suspension of 873 mg of methyl 5-amino-2-ethoxy-4-nitrobenzoate and 50 mg of 10 % palladium carbon in 50 ml of ethanol was stirred at room temperature under a hydrogen atmosphere. After the absorption of hydrogen was completed, the catalyst was removed by filtration, and the filtrate was evaporated to dryness under reduced pressure to give crude methyl 4,5-diamino-2-ethoxybenzoate.

Workup

  1. customAfter the absorption of hydrogen
  2. customthe catalyst was removed by filtration
  3. customthe filtrate was evaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-080db1e1911245f1a72773b25eb51c23
Source dataset
uspto-grants-1987_08
Patent number
US04686292

Reaction notes

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