Sodium phenyl sulfinate

Keywords alkyl halide, sodium phenyl sulfinate, alkylation, alumina, microwave irradiation, sulfone... 

The mixture of sodium phenyl sulfinate (6.566 g, 40 mmol) and neutral chromatographic alumina (20 g) was evaporated with a rotary evaporator under vacuum. The solid was dried 2 h at 110°C under vacuum. The alkyl halide (5 mmol) was absorbed onto sodium phenyl sulifinate on alumina (6.6 g, 1.52 mmol of sodium phenyl sulfinate). The mixture was irradiated by microwave (160 W, 5 min). After cooling at room temperature the mixture was extracted with acetonitrile. The product was recrystallized in ethanol after evaporation of solvent. 

Rearrangement of furazan derivatives were studied by Boschi and coauthors [67]. 4-Phenyl-1,2,5-oxadiazole sulfone 130 (Scheme 45) heated in acetone containing sodium hydroxide rearranged to sulfinic acid derivative 132. After expulsion of SO2,3-acetamido-4-phenylfurazan 133 was formed in 86% yield. Amido-sulfide 131 under similar conditions underwent hydrolysis only to afford the respective acid. 

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