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

HRID 1764247Notes

Reaction equation

HRID 1764247 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-0355821e647b4ef0854c53d7afef57bf
Source dataset
uspto-grants-1978_09
Patent number
US04115568

Reaction notes

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