5-Ethyl-2-(2-nitroanilino)thiophene-3-carboxylic acid → 2-(2-Aminoanilino)-5-ethylthiophene-3-carboxylic acid

HRID 1764284Notes

Reaction equation

HRID 1764284 reaction equation
[CH2:1]([C:3]1[S:7][C:6]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[N+:15]([O-])=O)=[C:5]([C:18]([OH:20])=[O:19])[CH:4]=1)[CH3:2]>C(O)C.[Pd]>[NH2:15][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[NH:8][C:6]1[S:7][C:3]([CH2:1][CH3:2])=[CH:4][C:5]=1[C:18]([OH:20])=[O:19]

Participants

4

Reactant 1

HCID 124389605-Ethyl-2-(2-nitroanilino)thiophene-3-carboxylic acid

Product 1

HCID 124389612-(2-Aminoanilino)-5-ethylthiophene-3-carboxylic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

5-Ethyl-2-(2-nitroanilino)-thiophene-3-carboxylic acid (8.0 g, 0.027 mol) in ethanol (150 ml) was catalytically reduced over 10% palladium on charcoal (900 mg) at 60 p.s.i. The catalyst was removed by filtration and the solvent removed by distillation in vacuo to give the title compound.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent removed by distillation in vacuo

Sources & evidence

ORD record
ord-eb77f2c1b52b4d91ac5ea3d3c0afa4bf
Source dataset
uspto-grants-1978_09
Patent number
US04115574

Reaction notes

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