Methyl 4-[(2-hydroxyethyl)amino]-3-nitrobenzoate → HCID 51358181, compound

HRID 555272Notes

Reaction equation

HRID 555272 reaction equation
[CH3:1][O:2][C:3](=[O:17])[C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH2:11][CH2:12][OH:13])=[C:6]([N+:14]([O-])=O)[CH:5]=1>CO.[Pd]>[CH3:1][O:2][C:3](=[O:17])[C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH2:11][CH2:12][OH:13])=[C:6]([NH2:14])[CH:5]=1

Participants

4

Reactant 1

HCID 12257330Methyl 4-[(2-hydroxyethyl)amino]-3-nitrobenzoate

Product 1

HCID 51358181HCID 51358181, compoundYield 99.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 4-(2-hydroxy-ethylamino)-3-nitro-benzoic acid methyl ester (3.0 g, 12.4 mmol) in methanol was added 10% Pd/C (800 mg). The mixture was hydrogenated at 1 atmospheric pressure for 2 h. The catalyst was filtered off and the methanol evaporated to give 2.6 g (99%) of 3-amino-4-(2-hydroxyethylamino)-benzoic acid methyl ester.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe methanol evaporated

Sources & evidence

ORD record
ord-63cf553c7328438fb1c66713f99db463
Source dataset
uspto-grants-2011_11
Patent number
US08053431B2

Reaction notes

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