2-Chloro-3,5-dinitro-1,1'-biphenyl → HCID 21416805, compound

HRID 442228Notes

Reaction equation

HRID 442228 reaction equation
[Cl:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][C:5]([N+:11]([O-])=O)=[CH:4][C:3]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[H][H]>[Ni].O1CCOCC1>[Cl:1][C:2]1[C:3]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:4][C:5]([NH2:11])=[CH:6][C:7]=1[NH2:8]

Participants

5

Reactant 2

HCID 214168092-Chloro-3,5-dinitro-1,1'-biphenylHCID 178418361HCID 178418361, compound

Product 1

HCID 21416805HCID 21416805, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 312751,4-DioxaneSolvent

Procedure

A solution of 10.00 g. (0.0359 mole) of 2-chloro-3,5-dinitrobiphenyl in 200 ml. of dioxane is hydrogenated at 3 atmospheres of hydrogen using Raney nickel Catalyst. The catalyst is removed by filtration and the filtrate is concentrated under reduced pressure. 110 ml. of benzene is added to the residue and this is removed by distillation. The resulting oil is used directly in the following reaction.

Workup

  1. customThe catalyst is removed by filtration
  2. concentrationthe filtrate is concentrated under reduced pressure
  3. additionof benzene is added to the residue
  4. customthis is removed by distillation
  5. customThe resulting oil is used directly in the following reaction

Sources & evidence

ORD record
ord-94a5060bbb88456fa722fed83ba29171
Source dataset
uspto-grants-1977_08
Patent number
US04044148

Reaction notes

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