Toluene → HCID 18931894, compound

HRID 1597731Notes

Reaction equation

HRID 1597731 reaction equation
C1([N:7]2[C:19]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[C:13]3[C:8]2=[CH:9][CH:10]=[CH:11][CH:12]=3)C=CC=CC=1.CN([CH:23]=[O:24])C.P(Cl)(Cl)(Cl)=[O:26].[C:30]1([CH3:36])[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>[Cl-].[Zn+2].[Cl-]>[CH:36]([C:30]1[CH:35]=[CH:34][C:33]2[N:7]([C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=3)[C:19]3[C:14]([C:32]=2[CH:31]=1)=[CH:15][C:16]([CH:23]=[O:24])=[CH:17][CH:18]=3)=[O:26]

Participants

6

Reactant 4

HCID 1140TolueneHCID 6228DimethylformamideHCID 24813Phosphorus oxychlorideHCID 708519-Phenylcarbazole

Product 1

HCID 18931894HCID 18931894, compoundYield 42.2%

Reagents, catalysts & solvents 1

HCID 3007855ZincchlorideCatalyst

Procedure

23.0 g (93.1 mmol) of 9-phenylcarbazole (4c) (manufactured by Aldrich Co.), 49.0 g (670.5 mmol) of DMF, 25.4 g (186.2 mmol) of zinc chloride, 85.7 g (558.7 mmol) of phosphorus oxychloride and 230 ml of toluene were allowed to react and after treated in the same manner as with Example 1 (1) to obtain 11.8 g of 3,6-diformyl-9-phenylcarbazole (2c).

Workup

  1. customto react

Sources & evidence

ORD record
ord-edea96aa67ee43edac4e70f23ccf72f0
Source dataset
uspto-grants-1998_04
Patent number
US05736284

Reaction notes

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