Potassium Carbonate → HCID 18995580, compound

HRID 374747Notes

Reaction equation

HRID 374747 reaction equation
[NH2:1][C:2]1[C:3]2[C:8]([C:9]([NH2:16])=[C:10]3[C:15]=1[CH:14]=[CH:13][CH:12]=[CH:11]3)=[CH:7][CH:6]=[CH:5][CH:4]=2.[N+:17]([C:20]1[CH:25]=[CH:24][C:23](I)=[CH:22][CH:21]=1)([O-:19])=[O:18].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.[Cu]>[N+:17]([C:20]1[CH:25]=[CH:24][C:23]([C:14]2[C:15]3[C:10](=[C:9]([NH2:16])[C:8]4[C:3]([C:2]=3[NH2:1])=[CH:4][CH:5]=[CH:6][CH:7]=4)[C:11]([C:23]3[CH:24]=[CH:25][C:20]([N+:17]([O-:19])=[O:18])=[CH:21][CH:22]=3)=[C:12]([C:23]3[CH:24]=[CH:25][C:20]([N+:17]([O-:19])=[O:18])=[CH:21][CH:22]=3)[C:13]=2[C:23]2[CH:24]=[CH:25][C:20]([N+:17]([O-:19])=[O:18])=[CH:21][CH:22]=2)=[CH:22][CH:21]=1)([O-:19])=[O:18]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 124951-Iodo-4-nitrobenzeneHCID 14292604Anthracene-9,10-diamine

Product 1

HCID 18995580HCID 18995580, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 23978CopperCatalystHCID 6228DimethylformamideSolvent

Procedure

In dimethylformamide, 0.05 mol of 9,10-diaminoanthracene, 0.35 mol of p-nitroiodobenzene, 0.14 mol of anhydrous potassium carbonate, and copper powder were added and refluxed with stirring for 4 days. After the reaction was completed, the reaction mixture was filtered, and the filtered product was thoroughly washed with dimethylformamide, water and acetone, followed by drying. Thus, 0.043 mol of brown tetrakis(p-nitrophenyl)-9,10-diaminoanthracene was obtained.

Workup

  1. temperaturerefluxed
  2. filtrationthe reaction mixture was filtered
  3. washthe filtered product was thoroughly washed with dimethylformamide, water and acetone
  4. customby drying

Sources & evidence

ORD record
ord-94b967712cb2437988f78bf86351b94a
Source dataset
uspto-grants-1996_01
Patent number
US05482822

Reaction notes

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