Bulletin of the Chemical Society of Japan p. 995 - 999 (1985)
Update date:2022-08-04
Topics:
Takikawa, Yuji
Shimada, Kazuaki
Sato, Katsuyuki
Sato, Shinichi
Takizawa, Saburo
3,5-Disubstituted 1,2,4-thiadiazoles 2 were prepared by reaction of thioamides 1 with DMSO in the presence of such an electrophilic reagent as 1-methyl-2-chloropyridinium iodide, benzoyl chloride, acetyl chloride, hydrochloric acid, or trimethylsilyl chloride in organic solvents at room temperature in high yields.Thiadiazoles 2 were also obtained by reaction of 1 with NBS at room temperature in high yields.Thioamide S-oxides reacted with electrophilic reagents at room temperature to give the corresponding thiadiazoles 2 in high yields.
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(1979)Doi:10.1021/jm00191a016
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