Potassium Carbonate → HCID 69216781, compound

HRID 1393886Notes

Reaction equation

HRID 1393886 reaction equation
I[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:16](=[O:23])[C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[C:7]3[C:12]([C:13]=2[CH:14]=1)=[CH:11][C:10](I)=[CH:9][CH:8]=3.[C:24]1([NH:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.C(=O)([O-])[O-].[K+].[K+].C1O[CH2:59][CH2:58]OCCOCCOCCOCCOC1>ClC1C=CC=CC=1Cl.[Cu]>[C:31]1([N:30]([C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)[C:2]2[CH:3]=[CH:4][C:5]3[N:6]([C:16](=[O:23])[C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)[C:7]4[C:12]([C:13]=3[CH:14]=2)=[CH:11][C:10]([N:6]([C:59]2[CH:58]=[CH:12][CH:7]=[CH:8][CH:9]=2)[C:5]2[CH:13]=[CH:14][CH:2]=[CH:3][CH:4]=2)=[CH:9][CH:8]=4)[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1

Participants

7

Reactant 4

HCID 11430Potassium CarbonateHCID 11487DiphenylamineHCID 2855718-Crown-6HCID 58556505HCID 58556505, compound

Product 1

HCID 69216781HCID 69216781, compound

Reagents, catalysts & solvents 2

HCID 23978CopperCatalystHCID 72391,2-DichlorobenzeneSolvent

Procedure

A mixture of 3,6-diiodo-9-benzoyl-9H-carbazole (5.7 mmol), diphenylamine (1.86 g, 11 mmol, available from Aldrich), powdered potassium carbonate (6.35 g, 46 mmol), copper powder (1.46 g, 23 mmol), and 18-crown-6 (0.4 g, available from Aldrich) is refluxed in o-dichlorobenzene (30 ml) under nitrogen for 24 hours. The copper and inorganic salts are filtered off and the solvent is removed by distillation. The product is recrystallized, washed with methanol, filtered, and dried.

Workup

  1. filtrationThe copper and inorganic salts are filtered off
  2. customthe solvent is removed by distillation
  3. customThe product is recrystallized
  4. washwashed with methanol
  5. filtrationfiltered
  6. customdried

Sources & evidence

ORD record
ord-0abc7049d87443369e5549d64011905f
Source dataset
uspto-grants-2008_03
Patent number
US07348116B2

Reaction notes

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