1-Chloro-4-nitrobenzene → HCID 19829038, compound

HRID 1493814Notes

Reaction equation

HRID 1493814 reaction equation
[C:1]1([NH2:8])[CH:6]=[CH:5][CH:4]=[C:3]([NH2:7])[CH:2]=1.[N+:9]([C:12]1[CH:17]=[CH:16][C:15](Cl)=[CH:14][CH:13]=1)([O-:11])=[O:10].C(=O)([O-])[O-].[K+].[K+]>[Cu].CN(C)C=O>[N+:9]([C:12]1[CH:17]=[CH:16][C:15]([N:7]([C:15]2[CH:16]=[CH:17][C:12]([N+:9]([O-:11])=[O:10])=[CH:13][CH:14]=2)[C:3]2[CH:4]=[CH:5][CH:6]=[C:1]([N:8]([C:15]3[CH:16]=[CH:17][C:12]([N+:9]([O-:11])=[O:10])=[CH:13][CH:14]=3)[C:15]3[CH:16]=[CH:17][C:12]([N+:9]([O-:11])=[O:10])=[CH:13][CH:14]=3)[CH:2]=2)=[CH:14][CH:13]=1)([O-:11])=[O:10]

Participants

6

Reactant 3

HCID 74741-Chloro-4-nitrobenzeneHCID 7935M-PhenylenediamineHCID 11430Potassium Carbonate

Product 1

HCID 19829038HCID 19829038, compound

Reagents, catalysts & solvents 2

HCID 23978CopperCatalystHCID 6228DimethylformamideSolvent

Procedure

0.1 mole of m-phenylenediamine, 0.5 mole of p-nitrochlorobenzene, 0.24 mole of anhydrous potassium carbonate, and 2 parts by weight of powdery copper in 130 parts of dimethylformamide was refluxed with stirring for 4 days. After the reaction, the reaction mixture was filtered. The filtered matter was washed with dimethyformamide, water, and acetone, and was dried to obtain 26 parts of tetrakis(p-nitrophenyl)-1,3-phenylenediamine of reddish brown color.

Workup

  1. customAfter the reaction
  2. filtrationthe reaction mixture was filtered
  3. washThe filtered matter was washed with dimethyformamide, water, and acetone
  4. customwas dried

Sources & evidence

ORD record
ord-fcca85595afc400c8ec761d9ecec3ef5
Source dataset
uspto-grants-1991_06
Patent number
US05024917

Reaction notes

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