1,1'-Biphenyl, 2,2',6,6'-tetranitro- → HCID 12750378, compound

HRID 1026773Notes

Reaction equation

HRID 1026773 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N+:10]([O-])=O)[C:5]=1[C:13]1[C:18]([N+:19]([O-])=O)=[CH:17][CH:16]=[CH:15][C:14]=1[N+:22]([O-])=O)([O-])=O.[H][H]>[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([NH2:10])[C:5]=1[C:13]1[C:18]([NH2:19])=[CH:17][CH:16]=[CH:15][C:14]=1[NH2:22]

Participants

4

Reactant 2

HCID 1649461,1'-Biphenyl, 2,2',6,6'-tetranitro-HCID 178418361HCID 178418361, compound

Product 1

HCID 12750378HCID 12750378, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

The reaction of Step 2 is specifically performed as follows. The Pd/C of 5-15%, and preferably 10%, relative to the mass of the substrate, is added as the catalyst to the 2,2′,6,6′-tetranitrobiphenyl. The hydrogen gas of 5-20 atm, and preferably 10 atm, is added to the autoclave. Upon completion of the reaction, the solid is filtered off, and the filtrate is concentrated, to afford the 2,2′,6,6′-tetraminobiphenyl.

Workup

  1. customThe reaction of Step 2
  2. customUpon completion of the reaction
  3. filtrationthe solid is filtered off
  4. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-f36564099bbe4275ad0917f78a872b1f
Source dataset
uspto-grants-2014_05
Patent number
US08729303B2

Reaction notes

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