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Molecules 2015, 20(8), 14576-14594; doi:10.3390/molecules200814576

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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Author to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Received: 9 July 2015 / Revised: 5 August 2015 / Accepted: 6 August 2015 / Published: 12 August 2015
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Abstract

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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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

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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