N-bromobutanimide → 9-([1,1'-Biphenyl]-4-yl)-3-bromo-9H-carbazole

HRID 1993088Notes

Reaction equation

HRID 1993088 reaction equation
[C:1]1([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:6]=[CH:5][C:4]([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:3][CH:2]=1.[Br:26]N1C(=O)CCC1=O>C(Cl)(Cl)Cl>[Br:26][C:16]1[CH:17]=[CH:18][C:19]2[N:7]([C:4]3[CH:5]=[CH:6][C:1]([C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=4)=[CH:2][CH:3]=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 67184N-bromobutanimideHCID 4128979-(4-biphenylyl)carbazole

Product 1

HCID 534011059-([1,1'-Biphenyl]-4-yl)-3-bromo-9H-carbazoleYield 95%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

3.1 g (10 mmol) of 9-(4-biphenylyl)carbazole was dissolved in 100 mL of chloroform, and 1.8 g (10 mmol) of N-bromosuccinimide was added thereto slowly. The mixture was stirred overnight (for about 24 hours) and then washed with water. Magnesium sulfate was added thereto to remove water and it was filtered. The filtrate was concentrated, collected, and dried. 3.7 g (yield: 95%) of 3-bromo-9-(4-biphenylyl)carbazole, which was beige powder, was obtained.

Workup

  1. washwashed with water
  2. additionMagnesium sulfate was added
  3. customto remove water and it
  4. filtrationwas filtered
  5. concentrationThe filtrate was concentrated
  6. customcollected
  7. customdried

Sources & evidence

ORD record
ord-1945c34e124545ebbcb0b9809a45614c
Source dataset
uspto-grants-2010_01
Patent number
US07649197B2

Reaction notes

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