Reaktion #816447

Reaktionsgleichung

DMF

oxalyl chloride

4-hydroxy-5-phenylisothiazol-3(2H)-one 1,1-dioxide

→

title compound

Ausbeute 50.0%

4-Chloro-5-phenylisothiazol-3(2H)-one 1,1-dioxide

Ausbeute 50.0%

Lösungsmittel

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe resulting solution was heated
2. 2
   Temperaturunder reflux until it
3. 3
   Filtrationfiltered

Vorschrift

Dry DMF (1.2 ml) was added dropwise to a mixture of oxalyl chloride (4.96 g, 39.1 mmol) and 4-hydroxy-5-phenylisothiazol-3(2H)-one 1,1-dioxide (2.2 g, 9.77 mmol) in DCM. The resulting solution was heated under reflux until it turned orange. The mixture was then cooled to room temperature and filtered affording the title compound (1.18 g, 50%) as white solid. 1H NMR (400 MHz, d6-DMSO): δ 7.41-7.54 (m, 3H), 7.77-7.80 (m, 2H), 12.70 (br.s, 1H); 13C-NMR (100 MHz, d6-DMSO): δ 126.1, 127.1, 128.3, 129.9, 130.6, 144.9, 162.2.

Quelle