1,4,2-Dithiazole is a
heterocyclic compound consisting of an
unsaturated five-membered ring containing two carbon atoms, one nitrogen atom, and two sulfur atoms. 1,4,2-Dithiazole compounds may be formed by the reaction of nitrile sulfide (formed by the
thermolysis of
oxathiazolone) with various reactive species;[1] for instance thiocarbonyls via a
1,3-dipolar cycloaddition reaction.[2] These compounds may be protonated by strong acids to give synthetically useful
aromaticcations.[3]
^Wai, Kwok-Fai; Sammes, Michael P. (1991). "Dithiazoles and related compounds. Part 3. Preparation of 5H-1,4,2-dithiazoles via 1,3-dipolar cycloadditions between nitrile sulphides and thiocarbonyl compounds, and some conversions into 3,5-diaryl-1,4,2-dithiazolium salts". Journal of the Chemical Society, Perkin Transactions 1 (1): 183.
doi:
10.1039/p19910000183.
ISSN0300-922X.
^Wai, Kwok-Fai; Sammes, Michael P. (1992). "Dithiazoles and related compounds. Part. 4. Preparation of 1,4,2-dithiazolium salts unsubstituted at C-5 including the parent heterocycle, NMR spectroscopic evidence for aromaticity, and some novel reactions". Journal of the Chemical Society, Perkin Transactions 1 (16): 2065.
doi:
10.1039/p19920002065.
ISSN0300-922X.