Reaktion #9669

ord-af7ba1a7ab60417d86d4e7b9a1184323

Reaktionsgleichung

O=S(=O)(Cl)Cl
Sulfuryl chloride
Fc1ccc2sc(S)nc2c1
5-fluoro-1,3-benzothiazole-2-thiol
Fc1ccc2sc(Cl)nc2c1
2-Chloro-5-fluoro-1,3-benzothiazole

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturheated at 60° C. for 30 minutes
  2. 2
    TemperaturThe resulting solution was cooled to rt
  3. 3
    workup.ADDITIONpoured onto ice
  4. 4
    FiltrationThe title compound was collected by filtration
  5. 5
    Waschenwashed with water
  6. 6
    Sonstigedried under vacuum
  7. 7
    SonstigeThe solid obtained
  8. 8
    Sonstigewas used without further purification

Vorschrift

Sulfuryl chloride (50 μL, 0.65 mmol) was added neat to 5-fluoro-1,3-benzothiazole-2-thiol (100 mg, 0.54 mmol). The mixture was stirred at ambient temperature for 1 h, then heated at 60° C. for 30 minutes. The resulting solution was cooled to rt, and poured onto ice. The title compound was collected by filtration, washed with water, and dried under vacuum. The solid obtained was used without further purification; LC-MS m/z 188.1 (MH+), ret. time 3.27 min.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07091228B2uspto-grants-2006_08