Sodium Hydroxide → 1,2-Bis(3-chlorophenyl)hydrazine

HRID 465160

Reaction equation

HRID 465160 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:5]=[C:6]([N+:10](=[N:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[CH:14]=2)[O-])[CH:7]=[CH:8][CH:9]=1>[Ni].CO.O>[Cl:3][C:4]1[CH:5]=[C:6]([NH:10][NH:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[CH:14]=2)[CH:7]=[CH:8][CH:9]=1

Participants

6

Reactant 2

HCID 14798Sodium HydroxideHCID 2609473,3'-Dichloroazoxybenzene

Product 1

HCID 2579191,2-Bis(3-chlorophenyl)hydrazineYield 89%

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
10 °C

Procedure

1.2 g of sodium hydroxide and 0.25 g of Raney nickel are added to a suspension of 53.4 g of 3,3'-dichloroazoxybenzene in 60 ml of methanol and 15 ml of water and the hydrogenation reaction is carried out under a hydrogen pressure of 10 bars. After 90 minutes the mixture is cooled to 10° C. and the product is isolated by filtration. 3,3'-Dichlorohydrazobenzene is obtained in a yield of 89% of theory.

Workup

  1. customthe hydrogenation reaction
  2. customthe product is isolated by filtration

Sources & evidence

ORD record
ord-92967de8b5334f19bc63a49c9d179edd
Source dataset
uspto-grants-1985_10
Patent number
US04550207

Linked notes

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