Reacción #9669

ord-af7ba1a7ab60417d86d4e7b9a1184323

Ecuación de reacción

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

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturaheated at 60° C. for 30 minutes
  2. 2
    TemperaturaThe resulting solution was cooled to rt
  3. 3
    workup.ADDITIONpoured onto ice
  4. 4
    FiltraciónThe title compound was collected by filtration
  5. 5
    Lavadowashed with water
  6. 6
    Otrodried under vacuum
  7. 7
    OtroThe solid obtained
  8. 8
    Otrowas used without further purification

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07091228B2uspto-grants-2006_08