3-Nitrobenzanilide → 3-Aminobenzanilide

HRID 610075

Reaction equation

HRID 610075 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:16]=[CH:17][CH:18]=1)[C:7]([NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:8])([O-])=O>[Pd].C(O)C>[NH2:1][C:4]1[CH:5]=[C:6]([CH:16]=[CH:17][CH:18]=1)[C:7]([NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:8]

Participants

4

Reactant 1

HCID 3477553-Nitrobenzanilide

Product 1

HCID 843473-AminobenzanilideYield 90.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

10% Palladium on carbon (2.0 g) was added to a solution of 3-nitro-N-phenyl-benzamide (20 g, 83 mmol) in ethanol (225 mL) and the mixture was hydrogenated at 45 psi for 2 hours. The mixture was filtered through diatomaceous earth and concentrated to give a colorless solid (mp 118-120° C., 16 g, 90%).

Workup

  1. filtrationThe mixture was filtered through diatomaceous earth
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-0de9ee7ba0624e6f89c88e7033107b63
Source dataset
uspto-grants-1999_12
Patent number
US05998463

Linked notes

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