A facile synthesis of 3Substituted 5Oxo1,2,4thiadiazoles from amidoximesT. Naka and Y. Inada, European Patent 520423 1993 Chem Abstr., 119, 49388x 1993.

Autor: Kohara, Yasuhisa, Kubo, Keiji, Imamiya, Eiko, Naka, Takehiko
Zdroj: Journal of Heterocyclic Chemistry; November 2000, Vol. 37 Issue: 6 p1419-1423, 5p
Abstrakt: The reaction of amidoximes 1 with 1,1′thiocarbonyldiimidazole TCDI followed by treatment with silica gel or boron trifluoride diethyl etherate BF3·OEt2 provided 3substituted 4,5dihydro5oxo1,2,4thiadiazoles 2in moderate yields. The Lewis acids are considered to promote the rearrangement of the thioxocarbamate intermediates 5to the thiol carbarn ate intermediates 7, which cyclize to afford 4,5dihydro5oxo1,2,4thiadiazoles 2.
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