Water → HCID 67308893, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-bromonaphthalene-2-carboxylic amide (1.10 g) in toluene (11.0 mL) was added chlorocarbonylsulfenyl chloride (0.73 mL), and the mixture was stirred at 100° C. for 18 hours. To the reaction solution was added water (50 mL), and the precipitated solid was collected by filtration. The obtained solid was washed with water and hexane to give 5-(4-bromonaphthalene-2-yl)-[1,3,4]oxathiazole-2-one (1.13 g). This compound (1.13 g) was dissolved in dichlorobenzene (18 mL). To the solution was added ethyl propiolate (1.52 mL), and the mixture was stirred at 160° C. for 18 hours. The reaction solution was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate) to give the title compound (0.66 g).

Provenance & Evidence