Potassium Phosphate, Tribasic → HCID 70654365, compound

HRID 523037Notes

Reaction equation

HRID 523037 reaction equation
C1([C:7]2[CH:19]=[CH:18][C:17]3[C:16]4[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=4)[NH:10][C:9]=3[CH:8]=2)C=CC=CC=1.Br[C:21]1[CH:22]=[CH:23][C:24]2[N:25]([S:35]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)(=[O:37])=[O:36])[C:26]3[C:31]([C:32]=2[CH:33]=1)=[CH:30][C:29](Br)=[CH:28][CH:27]=3.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>O1CCOCC1.[Cu]I>[C:7]1([C:14]2[CH:13]=[CH:12][C:11]3[N:10]([C:21]4[CH:22]=[CH:23][C:24]5[N:25]([S:35]([C:38]6[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=6)(=[O:37])=[O:36])[C:26]6[C:31]([C:32]=5[CH:33]=4)=[CH:30][C:29]([N:10]4[C:9]5[CH:8]=[CH:7][C:19]([C:11]7[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=7)=[CH:18][C:17]=5[C:16]5[C:11]4=[CH:12][CH:13]=[CH:14][CH:15]=5)=[CH:28][CH:27]=6)[C:9]4[C:17]([C:16]=3[CH:15]=2)=[CH:18][CH:19]=[CH:7][CH:8]=4)[CH:19]=[CH:18][CH:17]=[CH:9][CH:8]=1

Participants

6

Reactant 3

HCID 62657Potassium Phosphate, TribasicHCID 12137999HCID 12137999, compoundHCID 497996412-phenyl-9H-carbazole

Product 1

HCID 70654365HCID 70654365, compound

Reagents, catalysts & solvents 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)CatalystHCID 312751,4-DioxaneSolvent

Procedure

8.0 g (42.2 mmol) of copper(I) iodide and 11.7 ml (97.5 mmol) of trans-cyclohexanediamine are added to a vigorously stirred suspension of 56.9 g (234 mmol) of 2-phenylcarbazole, 54.4 g (117 mmol) of 3,6-dibromo-9-(phenylsulfonyl)-9H-carbazole and 416.4 g (1961 mmol) of potassium phosphate in 1170 ml of dioxane, and the mixture is subsequently heated under reflux for 16 h. After cooling, the precipitated solid is filtered off with suction, washed three times with 50 ml of toluene, three times with 50 ml of ethanol:water (1:1, v:v) and three times with 100 ml of ethanol. Yield: 80 g (101 mmol), 86%.

Workup

  1. temperaturethe mixture is subsequently heated
  2. temperatureunder reflux for 16 h
  3. temperatureAfter cooling
  4. filtrationthe precipitated solid is filtered off with suction
  5. washwashed three times with 50 ml of toluene, three times with 50 ml of ethanol:water (1:1, v:v) and three times with 100 ml of ethanol

Sources & evidence

ORD record
ord-0dd7ad30ea8d41e1886207c120f520d7
Source dataset
uspto-grants-2016_05
Patent number
US09334260B2

Reaction notes

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