5-Ethyl-2-(2-nitroanilino)thiophene-3-carboxylic acid → 2-(2-Aminoanilino)-5-ethylthiophene-3-carboxylic acid
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
Product 1
Reagents, catalysts & solvents 2
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
- customThe catalyst was removed by filtration
- 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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