1-Chloro-4-nitrobenzene → HCID 131716828, compound

HRID 1085397Notes

Reaction equation

HRID 1085397 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][N:3]=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]([C:7]2([C:15]3[CH:16]=[CH:17][C:12]([N+:9]([O-:11])=[O:10])=[CH:13][CH:14]=3)[CH2:6][C:5]([NH2:8])=[CH:4][N:3]([C:15]3[CH:16]=[CH:17][C:12]([N+:9]([O-:11])=[O:10])=[CH:13][CH:14]=3)[C:2]2([C:15]2[CH:16]=[CH:17][C:12]([N+:9]([O-:11])=[O:10])=[CH:13][CH:14]=2)[NH2:1])=[CH:14][CH:13]=1)([O-:11])=[O:10]

Participants

6

Reactant 3

HCID 74741-Chloro-4-nitrobenzeneHCID 11430Potassium CarbonateHCID 203142,5-Pyridinediamine

Product 1

HCID 131716828HCID 131716828, compound

Reagents, catalysts & solvents 2

HCID 23978CopperCatalystHCID 6228DimethylformamideSolvent

Procedure

0.1 mole of 2,5-diaminopyridine, 0.43 mole of p-nitrochlorobenzene, 0.23 mol 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)-2,5-diaminopyridine.

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-fa99a2aec9b044df9986e85449058040
Source dataset
uspto-grants-1991_04
Patent number
US05009987

Reaction notes

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