Abstract
The high mobility of the chlorine atom at the 5-position of 3-aryl-4,5-dichloro-1,2,3-thiadiazolium salts facilitates a ready preparation of mesoionic 3-aryl-1,2,3-thiadiazoles with an exocyclic oxygen, sulfur or arylimino group at the 5-position. In an aqueous alcoholic solution of sodium nitrite, the halogens in the 4- and 5-positions are substituted with the formation of 3-aryl-5-nitro-1,2,3-thiadiazolium-4-olates.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1552–1554, November, 1989.
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Alekseenko, T.A., Bazhbeuk-Melikova, T.S., Zelenskaya, O.V. et al. 3-Aryl-4,5-dichloro-1,2,3-thiadiazolium salts — Synthons for the preparation of mesoionic compounds of the 1,2,3-thiadiazole series. Chem Heterocycl Compd 25, 1301–1303 (1989). https://doi.org/10.1007/BF00481529
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DOI: https://doi.org/10.1007/BF00481529