Dibenzothiophene → HCID 20556504, compound

HRID 1732710Notes

Reaction equation

HRID 1732710 reaction equation
[CH:1]1[C:9]2[C:8]3[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=3[S:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[F:14][B-:15]([F:18])([F:17])[F:16].[C:19]1([I+]C2C=CC=CC=2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C([O-])(=O)C1C=CC=CC=1.[Cu+2].C([O-])(=O)C1C=CC=CC=1>[F:14][B-:15]([F:18])([F:17])[F:16].[C:19]1([S+:6]2[C:7]3[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=3[C:9]3[CH:1]=[CH:2][CH:3]=[CH:4][C:5]2=3)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 3023DibenzothiopheneHCID 11122160Diphenyliodonium Tetrafluoroborate

Product 1

HCID 20556504HCID 20556504, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 164650Cupric benzoateCatalyst

Procedure

A mixture was heated with stirring under nitrogen of 4.6 parts of dibenzothiophene, 9.25 parts of diphenyliodonium fluoroborate and 0.2 part of copper benzoate at 210° C. for 30 minutes. The reaction mixture was allowed to cool to room temperature resulting in a crystalline product. The product was washed several times with anhydrous diethylether and then collected by filtration. Recrystallization from methylene chloride-ethyl ether gave a 55% yield of pure S-phenyldibenzothiophenium fluoroborate having a melting point of 237°-242° C. and the formula,

Workup

  1. temperatureA mixture was heated
  2. customresulting in a crystalline product
  3. washThe product was washed several times with anhydrous diethylether
  4. filtrationcollected by filtration
  5. customRecrystallization from methylene chloride-ethyl ether

Sources & evidence

ORD record
ord-1650444eba7c42feabe55c4362136f50
Source dataset
uspto-grants-1980_12
Patent number
US04238619

Reaction notes

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