Synthesis of Fused 1,2,4-thiadiazoles From 5-chloro-1,2,4-thiadiazol-3(2h)-ones

Labbe, Gérard;Declercq, Jean-Paul;Buelens, J.;Dehaen, W.;Feneaudupont, J.;et.al.
(1994) Tetrahedron — Vol. 50, n° 24, p. 7019-7028 (1994)

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Authors
  • Labbe, GérardUCLouvain
    Author
  • Declercq, Jean-PaulUCLouvain
    Author
  • Buelens, J.
    Author
  • Dehaen, W.
    Author
  • Feneaudupont, J.
    Author
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Abstract
Fused 1,2,4-thiadiazoles (14-18 and 26-31) are conveniently prepared by reacting the chlorothiadiazolone 12 with omega-aminonitriles and aminoazoles. During these reactions the original thiadiazole ring is opened and a new, fused thiadiazole rig is formed, probably via a hypervalent sulfur intermediate. The products derived from the aminoazoles were analyzed by X-ray crystallography and found to have structures different from those published earlier.(7)
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Citations

Labbe, G., Declercq, J.-P., Buelens, J., Dehaen, W., Toppet, S., & Feneaudupont, J. (1994). Synthesis of Fused 1,2,4-thiadiazoles From 5-chloro-1,2,4-thiadiazol-3(2h)-ones. Tetrahedron, 50(24), 7019-7028. https://doi.org/10.1016/S0040-4020(01)85231-5 (Original work published 1994)