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Open AccessArticle

A Qualitative Comparison of the Reactivities of 3,4,4,5-Tetrachloro-4H-1,2,6-thiadiazine and 4,5-Dichloro-1,2,3-dithiazolium Chloride

Department of Chemistry, University of Cyprus, P.O. Box 20537, Nicosia 1678, Cyprus
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Academic Editor: Derek J. McPhee
Molecules 2015, 20(8), 14576-14594; https://doi.org/10.3390/molecules200814576
Received: 9 July 2015 / Revised: 5 August 2015 / Accepted: 6 August 2015 / Published: 12 August 2015
The high yielding transformations of 3,4,4,5-tetrachloro-4H-1,2,6-thiadiazine into 3,5-dichloro-4H-1,2,6-thiadiazin-4-one (up to 85%) and 2-(3,5-dichloro-4H-1,2,6-thiadiazin-4-ylidene)malononitrile (up to 83%) have been investigated and compared to the analogous transformations of the closely-related 4,5-dichloro-1,2,3-dithiazolium chloride (Appel’s salt) into 4-chloro-5H-1,2,3-dithiazol-5-one and 2-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)malononitrile. Furthermore, cyclocondensation of 3,4,4,5-tetrachloro-4H-1,2,6-thiadiazine with 2-aminophenol and 1,2-benzenediamines gave fused 4H-1,2,6-thiadiazines in 68%–85% yields. View Full-Text
Keywords: heterocycle; 1,2,6-thiadiazines; Appel’s salt; 1,2,3-dithiazoles heterocycle; 1,2,6-thiadiazines; Appel’s salt; 1,2,3-dithiazoles
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Kalogirou, A.S.; Koutentis, P.A. A Qualitative Comparison of the Reactivities of 3,4,4,5-Tetrachloro-4H-1,2,6-thiadiazine and 4,5-Dichloro-1,2,3-dithiazolium Chloride. Molecules 2015, 20, 14576-14594.

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