9-Phenylcarbazole → 3-Iodo-9-phenylcarbazole

HRID 1993086Notes

Reaction equation

HRID 1993086 reaction equation
[C:1]1([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)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[I:20]N1C(=O)CCC1=O>C(O)(=O)C>[I:20][C:16]1[CH:17]=[CH:18][C:19]2[N:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[C:8]3[C:13]([C:14]=2[CH:15]=1)=[CH:12][CH:11]=[CH:10][CH:9]=3

Participants

4

Reactant 2

HCID 708519-PhenylcarbazoleHCID 120273N-Iodosuccinimide

Product 1

HCID 118107403-Iodo-9-phenylcarbazoleYield 67%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

24.3 g (100 mmol) of 9-phenylcarbazole was dissolved in 600 mL of glacial acetic acid, 22.5 g (100 mmol) of N-iodosuccinimide was slowly added thereto, and the mixture was then stirred overnight at a room temperature. The obtained precipitate was filtered, and the residue was washed with a saturated sodium hydrogen carbonate water solution, water, and methanol and then dried. 24.7 g (yield: 67%) of 3-iodo-9-phenylcarbazole which was white powder, was obtained.

Workup

  1. filtrationThe obtained precipitate was filtered
  2. washthe residue was washed with a saturated sodium hydrogen carbonate water solution, water, and methanol
  3. customdried

Sources & evidence

ORD record
ord-30889056936f463a9fd2dd8cbdbf1f52
Source dataset
uspto-grants-2010_01
Patent number
US07649197B2

Reaction notes

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