Acetic Acid → HCID 3905994, compound

HRID 902969Notes

Reaction equation

HRID 902969 reaction equation
[Br:1][C:2]1[CH:15]=[CH:14][C:5]2[S:6][C:7]3[CH:12]=[CH:11][C:10]([Br:13])=[CH:9][C:8]=3[C:4]=2[CH:3]=1.OO.[OH2:18].C(O)(=[O:21])C>>[Br:13][C:10]1[CH:11]=[CH:12][C:7]2[S:6](=[O:21])(=[O:18])[C:5]3[CH:14]=[CH:15][C:2]([Br:1])=[CH:3][C:4]=3[C:8]=2[CH:9]=1

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 962WaterHCID 6311202,8-Dibromodibenzothiophene

Product 1

HCID 3905994HCID 3905994, compoundYield 60%

Procedure

To a solution of 2,8-dibromo-dibenzothiophene (2.50 g, 7.4 mmol; TCl-US) in acetic acid (20 mL; EM Science) was added 30% hydrogen peroxide (10 mL; JT Baker). The solution was heated at reflux overnight (16 h), then cooled to room temperature, 25 mL of water added and the resulting solid was collected by filtration, washed with excess water to afford the title compound (1.65 g, 4.4 mmol, 60% yield). MS(DCl/NH3): m/z 392 (M+18)+.

Workup

  1. temperatureThe solution was heated
  2. temperatureat reflux overnight (16 h)
  3. filtrationthe resulting solid was collected by filtration
  4. washwashed with excess water

Sources & evidence

ORD record
ord-889e9ad3d2a342689c6b2b46fd6ec53c
Source dataset
uspto-grants-2008_04
Patent number
US07365193B2

Reaction notes

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