Reaktion #816448

Reaktionsgleichung

Water

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

MeI

potassium carbonate

→

title compound

Ausbeute 104.0%

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

Ausbeute 104.0%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe white precipitate formed
2. 2
   Filtrationwas filtered off
3. 3
   Waschenwashed with water
4. 4
   workup.ADDITIONToluene was added to the precipitate
5. 5
   Sonstigethe mixture was evaporated
6. 6
   Sonstigethe residue was dried for three days under vacuum

Vorschrift

A solution of 4-chloro-5-phenylisothiazol-3(2H)-one 1,1-dioxide (2.0 g, 8.21 mmol) and MeI (3.5 g, 24.6 mmol) in DMF (30 ml) was cooled with an ice bath, and anhydrous potassium carbonate (1.13 g, 8.21 mmol) was added. The mixture was then allowed to warm to rt and stirred for 21 h. Water (60 ml) was added and the white precipitate formed, was filtered off and washed with water. Toluene was added to the precipitate and the mixture was evaporated and the residue was dried for three days under vacuum to give the title compound (2.2 g, 102%) containing traces of water and toluene. 1H NMR (400 MHz, CDCl3): δ 3.23 (s, 3H), 7.52-7.56 (m, 3H), 7.86-7.88 (m, 2H); 13C-NMR (100 MHz, CD3CN): δ 24.5, 123.8, 1291, 129.5, 130.7, 133.0, 143.1, 157.6.

Quelle