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

HRID 427037Notes

Reaction equation

HRID 427037 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-788be2a88e484f248f652bffeeae3bf5
Source dataset
uspto-grants-1979_10
Patent number
US04172831

Reaction notes

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