2-[(2-Nitrophenyl)sulfanyl]benzoic acid → 2-((2-Aminophenyl)thio)benzoic acid

HRID 625174

Reaction equation

HRID 625174 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10][C:11]1[CH:19]=[CH:18][CH:17]=[CH:16][C:12]=1[C:13]([OH:15])=[O:14])([O-])=O>C(OCC)(=O)C.[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10][C:11]1[CH:19]=[CH:18][CH:17]=[CH:16][C:12]=1[C:13]([OH:15])=[O:14]

Participants

4

Reactant 1

HCID 3769782-[(2-Nitrophenyl)sulfanyl]benzoic acid

Product 1

HCID 109558282-((2-Aminophenyl)thio)benzoic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 2-((2-nitrophenyl)thio)benzoic acid, prepared as described in the previous step, (43.3 g, 0.157 mol) in ethyl acetate (500 mL) was added Pd/C (8 g). The reaction solution was stirred at room temperature overnight under hydrogen gas atmosphere. The mixture was filtered and concentrated to provide the title compound.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-91e47b447afe49b2be3082fc09c284fa
Source dataset
uspto-grants-2016_04
Patent number
US09304126B2

Linked notes

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