Potassium Carbonate → diazo bis-(4-chloro-phenyl)-methane

HRID 258014Notes

Reaction equation

HRID 258014 reaction equation
[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([C:6](=[N:14][NH2:15])[C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.S([O-])([O-])(=O)=O.[Mg+2].C(=O)([O-])[O-].[K+].[K+]>C(Cl)Cl.[Ag]=O>[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([C:6]([C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=2)=[N+:14]=[N-:15])=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 24083Sulfuric acid magnesium salt (1:1)HCID 224202bis(4-chlorophenyl)methylidenehydrazine

Product 1

HCID 11323003diazo bis-(4-chloro-phenyl)-methane

Reagents, catalysts & solvents 2

HCID 92152Silver(II) oxideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a stirred ice-cold solution of 4,4'-dichlorobenzophenone hydrazone (1.303 g) in dry methylene chloride (20 ml) was added magnesium sulfate (590 mg), Silver oxide (1.196 g) was added in one portion followed by potassium carbonate (30 mg). The mixture was stirred at ice-temperature for 1 hour, thin at room temperature for an additional hour, filtered through Celite to give a dark purple solution which was directly used for the next reaction.

Workup

  1. additionwas added in one portion
  2. filtrationfiltered through Celite
  3. customto give a dark purple solution which
  4. customwas directly used for the next reaction

Sources & evidence

ORD record
ord-c079b9b7666640f9805189d51ea88320
Source dataset
uspto-grants-1993_11
Patent number
US05264429

Reaction notes

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