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In chemistry, thiadiazoles are a sub-family of azole compounds, with the name thiadiazole originating from the Hantzsch–Widman nomenclature. Structurally, they are five-membered heterocyclic compounds containing one sulfur and two nitrogen atoms. The ring is Aromaticity by virtue of the two and one of the of electrons of sulfur. Four constitutional isomers are possible, differing by the relative positions of the sulfur and nitrogen atoms. The nomenclature thus includes the locations of each of those three atoms, with the first of the three numbers referring to the sulfur.
The parent compounds are rarely synthesized and possess no particular application, however, compounds bearing them as a structural motif are fairly common in pharmacology. Of them, 1,3,4-thiadiazole is the most common, appearing in such medications as cephazolin and acetazolamide.
3,4-Dichloro-1,2,5-thiadiazole arises readily from cyanogen.
In the Hurd–Mori reaction, an acyl hydrazone reacts with thionyl chloride to give a 1,2,3-thiadiazole.
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