4-nitro-1H-pyrrole-2-carboxylic Acid → 4-Amino-1H-pyrrole-2-carboxylic acid

HRID 260410Notes

Reaction equation

HRID 260410 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:9]([OH:11])=[O:10])[NH:7][CH:8]=1)([O-])=O>C(O)C.O.[Pd].[C]>[NH2:1][C:4]1[CH:5]=[C:6]([C:9]([OH:11])=[O:10])[NH:7][CH:8]=1

Participants

5

Reactant 1

HCID 70165604-nitro-1H-pyrrole-2-carboxylic Acid

Product 1

HCID 219224244-Amino-1H-pyrrole-2-carboxylic acidYield 88%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

4-Nitro-2-pyrrolecarboxylic acid (0.5 g, 3.2 mmol) in ethanol (10 ml) and water (20 ml) was hydrogenated over Pd/carbon (10%, 100 mg) at atmospheric pressure. After two hours the reaction was over, the catalyst was filtered off over diatomaceous earth, and the ethanol evaporated; the resulting aqueous solution was freeze dried to give the title compound (0.35 g, 88%). NMR (DMSO-d6) δ 6.13 (s, 1H); 6.28 (s, 1H).

Workup

  1. filtrationover, the catalyst was filtered off over diatomaceous earth
  2. customthe ethanol evaporated
  3. customdried

Sources & evidence

ORD record
ord-a89575199e3e4c8fa8bca0266799bd0f
Source dataset
uspto-grants-1996_06
Patent number
US05527793

Reaction notes

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