4'-Mercapto-3'-nitroacetanilide → N-(3-Amino-4-sulfanylphenyl)acetamide
Reaction equation
[SH:1][C:2]1[CH:11]=[CH:10][C:5]([NH:6][C:7](=[O:9])[CH3:8])=[CH:4][C:3]=1[N+:12]([O-])=O>CO.[Pd]>[NH2:12][C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][C:2]=1[SH:1])[NH:6][C:7](=[O:9])[CH3:8]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A suspension of 4′-mercapto-3′-nitroacetanilide (3.0 g, 14 mmol) and 10% Pd/C (0.6 g) in MeOH (200 mL) was hydrogenated at 60 psi overnight. The catalyst was removed by filtration, and the filtrate was concentrated to give 3′-amino-4′-mercaptoacetanilide (2.5 g, 13 mmol), which was used in the next reaction immediately.
Workup
- customwas hydrogenated at 60 psi overnight
- customThe catalyst was removed by filtration
- concentrationthe filtrate was concentrated
Sources & evidence
- ORD record
- ord-6d4405f9329a4a94b74332ea2f037579
- Source dataset
- uspto-grants-2004_02
- Patent number
- US06696473B2
Reaction notes
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