Thionyl Chloride → HCID 178438090, compound

Participants

Reaction Steps

The monomethyl compound (5.07 g) was converted to the N'-hydroxy-2-(naphthalen-2-yl)propanimidamide following the procedure of Example 1, with hydroxylamine hydrochloride and sodium ethoxide at reflux for three days. The product (4.18 g) was converted to the oxathiadiazole-2-oxide following the procedure of Example 1. The addition of thionyl chloride to the propanimidamide was performed at 0° C. over a thirty minute period. The crude product was purified by flash chromatography through a silica gel column employing dichloromethane, 0.5% ethyl acetate/dichloromethane, 1% ethyl acetate and 2% ethyl acetate serial elution solvents. The product is a light yellow oil.

Provenance & Evidence