1-Iodo-4-nitrobenzene → (4-Bromophenyl)(4-nitrophenyl)sulfane

HRID 1797934Notes

Reaction equation

HRID 1797934 reaction equation
I[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[Br:11][C:12]1[CH:17]=[CH:16][C:15]([SH:18])=[CH:14][CH:13]=1.C(=O)(O)[O-].[Na+]>CCO>[Br:11][C:12]1[CH:17]=[CH:16][C:15]([S:18][C:2]2[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=2)=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 124951-Iodo-4-nitrobenzeneHCID 660494-BromothiophenolHCID 516892Sodium Bicarbonate

Product 1

HCID 288462(4-Bromophenyl)(4-nitrophenyl)sulfane

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1 equivalent of 1-iodo-4-nitrobenzene (IV) and 4-bromobenzenethiol (or a corresponding 4-substituted-benzenethiol) (V) were dissolved in EtOH. 8 equivalents of sodium bicarbonate were added and the mixture was stirred at reflux for 22 hours. The solvent was removed and the residue was suspended in water. The precipitate was filtered and washed with 1 M sodium hydroxide and water. The final product was obtained after re-crystallization from ethanol/water (yield: 60%).

Workup

  1. temperatureat reflux for 22 hours
  2. customThe solvent was removed
  3. filtrationThe precipitate was filtered
  4. washwashed with 1 M sodium hydroxide and water

Sources & evidence

ORD record
ord-ddafa1315b694adeb7fb5635ee5f7654
Source dataset
uspto-grants-2013_01
Patent number
US08343963B2

Reaction notes

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