반응 #74567

ord-b825268082ba4067a69655ff911ac4af

반응 방정식

Nc1nccs1
2-aminothiazole
c1ccncc1
pyridine
O=S(=O)(Cl)c1ccc(F)c(F)c1
3,4-difluorobenzenesulphonyl chloride
O=S(=O)(Nc1nccs1)c1ccc(F)c(F)c1
3,4-difluoro-N-(thiazol-2-yl)benzenesulfonamide

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    추출extracted with 1N HCl
  2. 2
    건조The organic layer was dried over sodium sulfate
  3. 3
    여과filtered
  4. 4
    농축concentrated
  5. 5
    기타The residue was purified by flash column chromatography

실험 절차

To a slurry of 2-aminothiazole (23.88 g, 0.2384 mol) in methylene chloride (150 mL) and pyridine (38.0 mL, 0.470 mol) was added dropwise a solution of 3,4-difluorobenzenesulphonyl chloride (25.0 g, 0.118 mol) in 10 mL of methylene chloride. After stirring for 48 hours the reaction was diluted with more dichloromethane and extracted with 1N HCl. The organic layer was dried over sodium sulfate, filtered, and concentrated. The residue was purified by flash column chromatography to give 3,4-difluoro-N-(thiazol-2-yl)benzenesulfonamide as a white solid. LCMS Rt=1.24 minutes MS m/z 277 [MH]+

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08541588B2uspto-grants-2013_09