2-Nitrodiphenylamine → N-Phenyl-o-phenylenediamine

HRID 1471230

Reaction equation

HRID 1471230 reaction equation
[CH:1]1[CH:6]=[CH:5][C:4]([NH:7][C:8]2[C:13]([N+:14]([O-])=O)=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:3][CH:2]=1.[H][H]>[Pd].C(O)C>[C:4]1([NH:7][C:8]2[C:13]([NH2:14])=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:3]=[CH:2][CH:1]=[CH:6][CH:5]=1

Participants

5

Reactant 2

HCID 84072-NitrodiphenylamineHCID 178418361HCID 178418361, compound

Product 1

HCID 68297N-Phenyl-o-phenylenediamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a pressure reaction bottle was added 10 g 2-nitrodiphenylamine, 0.5 g 5% palladium on carbon and 100 ml 95% ethanol. The mixture was hydrogenated at 22 C and 40 psi hydrogen for 2 hours. Following filtration through celite and solvent removal, an oil was obtained that crystallized on standing.

Workup

  1. customTo a pressure reaction bottle
  2. filtrationfiltration through celite and
  3. customsolvent removal
  4. customan oil was obtained
  5. customthat crystallized

Sources & evidence

ORD record
ord-543b69b6cf424f5ba71a793caa3e2fec
Source dataset
uspto-grants-2015_04
Patent number
US09011734B2

Linked notes

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