Reaction #470396

ord-8fa2ac664396495a8847c2a25ca89096

Reaction equation

O=[N+]([O-])c1ccccc1Nc1ccccc1-c1ccccc1
N-(2-nitrophenyl)biphenyl-2-amine
[H][H]
hydrogen
Nc1ccccc1Nc1ccccc1-c1ccccc1
N1-(biphenyl-2-yl)benzene-1,2-diamine

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    FiltrationThe solution was filtered through Celite
  2. 2
    Otherto remove the catalyst, Celite
  3. 3
    Washwas washed with dichloromethane
  4. 4
    Otherthe filtrate was evaporated
  5. 5
    Otherto yield a brown oil, 14.8 g (84%)
  6. 6
    OtherThe product was used for the next step without further purification

Procedure

N-(2-nitrophenyl)biphenyl-2-amine (19.69 g, 67.8 mmol), 10% palladium on carbon (0.29 g, 0.27 mmol), and 150 mL of ethanol was added to a Parr hydrogenator bottle. The mixture was hydrogenated on a Parr hydrogenator until no more hydrogen was taken up by the solution. The solution was filtered through Celite to remove the catalyst, Celite was washed with dichloromethane, the filtrate was evaporated to yield a brown oil, 14.8 g (84%). The product was used for the next step without further purification.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08367223B2uspto-grants-2013_02