Reaktion #830602

Reaktionsgleichung

4-propyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide

phenylthiomethyl chloride

→

2-phenylthiomethyl-4-propyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide

Ausbeute 63.0%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe resulting mixture was refluxed for 18 hours
2. 2
   Temperaturcooled
3. 3
   Filtrationfiltered
4. 4
   Einengenthe filtrate was concentrated in vacuo
5. 5
   SonstigeThe residue was purified by column chromatography

Vorschrift

To a mixture of 4-propyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide (5.1 g, 28.65 mmol)suspended in 210 ml of toluene was added phenylthiomethyl chloride (4.93 g, 31.49 mmol) and tetrabutylammonium bromide (0.92 g, 2.86 mmol). The resulting mixture was refluxed for 18 hours, cooled, filtered, and the filtrate was concentrated in vacuo. The residue was purified by column chromatography to afford 5.39 g (63%) of 2-phenylthiomethyl-4-propyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide (Formula VI: R1 =H; R2 =propyl; R3 =H).

Quelle