Benzyl Alcohol → 5-Benzyloxy-3-methylthio-1,2,4-thiadiazole

Participants

Reaction Steps

Into 11 ml of N,N-dimethylformamide were dissolved 190 mg of 5-chloro-3-methylthio-1,2,4-thiadiazole and 123 mg of benzyl alcohol, 59 mg of sodium hydride (60% in oil) was added thereto under ice-cooling, and the reaction mixture was stirred for 0.5 hour under ice-cooling and for 4.5 hours at room temperature. The reaction mixture was added to saturated ammonium chloride aqueous solution, and extracted with t-butyl methyl ether. The organic layer was concentrated, and the residue obtained was subjected to silica gel column chromatography to give 190 mg of 5-benzyloxy-3-methylthio-1,2,4-thiadiazole (hereinafter, referred to as the present compound (1)).

Provenance & Evidence