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Hurd–Mori 1,2,3-thiadiazole synthesis

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Hurd–Mori 1,2,3-thiadiazole synthesis
Named after Charles D. Hurd
Raymond I. Mori
Reaction type Ring forming reaction

The Hurd–Mori 1,2,3-thiadiazole synthesis is a name reaction in organic chemistry that allows for the generation of 1,2,3-thiadiazoles through the reaction of hydrazone derivatives with an N-acyl or N-tosyl group reacted with thionyl chloride.[1][2][3][4] An analogous reaction gives 1,2,3-selenadiazoles by using selenium dioxide instead of thionyl chloride.[4]

References

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  1. ^ Hurd, Charles D.; Mori, Raymond I. (1995-10-01). "On Acylhydrazones and 1,2,3-Thiadiazoles". Journal of the American Chemical Society. 77 (20): 5359–5364. doi:10.1021/ja01625a047.
  2. ^ Turner, Martin; Linder, Thomas; Schnürch, Michael; Mihovilovic, Marko D.; Stanetty, Peter (2010-07-17). "Investigation of the regioselectivity of the Hurd–Mori reaction for the formation of bicyclic 1,2,3-thiadiazoles". Tetrahedron. 66 (29): 5472–5478. doi:10.1016/j.tet.2010.05.017.
  3. ^ Morzherin, Yuriy Yur`evich; Glukhareva, Tatiana V.; Bakulev, Vasiliy A. (June 2003). "Rearrangements and Transformations of 1,2,3-Thiadiazoles in Organic Synthesis. (Review)". Chemistry of Heterocyclic Compounds. 39 (6): 679–706. doi:10.1023/A:1025689208261. S2CID 97346885.
  4. ^ a b Thuc, Dinh Ngoc (2020). "Synthesis and characterization of some new 1,2,3-thiadiazole and 1,2,3-selenadiazole triterpene derivatives from allobetulone and 2-oxoallobetulin". Synthetic Communications. 50 (11): 1665–1671. doi:10.1080/00397911.2020.1750655. S2CID 219092397.