Sodium Chloride → HCID 11680117, compound

Participants

Reaction Steps

To 3 ml of N,N-dimethylformamide were added 160 mg of a mixture of 3-methylsulfinyl-5-phenyl-1,2,4-thiadiazole and 3-methylsulfonyl-5-phenyl-1,2,4-thiadiazole (integration ratio of 1H-NMR sulfonyl form:sulfinyl form=4:1) and 60 mg of propargyl alcohol, and to the resulting mixture was added 43 mg of sodium hydride (60% oily) with ice-cooling. The mixture was stirred for 20 minutes with ice-cooling, and allowed to stand at room temperature for 18 hours. Then, the reaction mixture was poured into an aqueous saturated sodium chloride solution, and the mixture was extracted with t-butyl methyl ether. The organic layer was concentrated, and the resulting residue was subjected to silica gel column chromatography to obtain 100 mg of 5-phenyl-3-propargyloxy-1,2,4-thiadiazole (the compound (1) of the present invention).

Provenance & Evidence