4-chloro-3,5-dinitrobiphenyl → HCID 15180038, compound

HRID 1282866Notes

Reaction equation

HRID 1282866 reaction equation
[Cl:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][C:5]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:4][C:3]=1[N+:17]([O-])=O>[Ni].O1CCOCC1>[Cl:1][C:2]1[C:7]([NH2:8])=[CH:6][C:5]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:4][C:3]=1[NH2:17]

Participants

4

Reactant 1

HCID 2841804-chloro-3,5-dinitrobiphenyl

Product 1

HCID 15180038HCID 15180038, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 312751,4-DioxaneSolvent

Procedure

A solution of 2.79 g. (0.01 mole) of 4-chloro-3,5-dinitrobiphenyl [R. C. Hall and C. S. Giam, J. Agr. Food Chem. 20 (3) 546-52 (1972) ] in 200 ml. of dioxane is hydrogenated at 3 atmospheres using Raney Nickel Catalyst. The catalyst is removed by filtration and the residue concentrated under reduced pressure. The residue is recrystallized from ethanol-water. There is obtained 1.12 g. (51%) of material melting at 142°-144.5°. Additional recrystallization raises the melting point to 146°-7°.

Workup

  1. customThe catalyst is removed by filtration
  2. concentrationthe residue concentrated under reduced pressure
  3. customThe residue is recrystallized from ethanol-water
  4. customThere is obtained 1.12 g
  5. customAdditional recrystallization
  6. temperatureraises the melting point to 146°-7°

Sources & evidence

ORD record
ord-bad2969414664466ad93680178e5158a
Source dataset
uspto-grants-1976_08
Patent number
US03972911

Reaction notes

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