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6-Chloro-3H-benzo[d][1,2,3]dithiazol-2-ium Chloride

Nicholls, Alexander J.; Baxendale, Ian R.

6-Chloro-3H-benzo[d][1,2,3]dithiazol-2-ium Chloride Thumbnail


Authors

Alexander J. Nicholls



Abstract

This short note describes the synthesis of an amorphous benzo[1,2,3]dithiazole chloride salt (commonly known as a ‘Herz salt’) by use of the Herz reaction. Hetero- and homolytic transformations of this species to a variety of useful adducts in medicinal and materials chemistry are well established, although there are limited examples of isolation in the literature, and characterisation data is even harder find. While several studies have confirmed the structure of the benzodithiazole ring beyond doubt, (having generated suitably crystalline salts with large counterions for XRD-analysis), there remains value in understanding and optimising the synthesis of the simple, amorphous polymorphs. For the first time, MS data is provided for this compound and a new mechanism of its formation is proposed based upon new experimental observations and data.

Citation

Nicholls, A. J., & Baxendale, I. R. (2022). 6-Chloro-3H-benzo[d][1,2,3]dithiazol-2-ium Chloride. Molbank, 2022(1), Article M1339. https://doi.org/10.3390/m1339

Journal Article Type Article
Acceptance Date Feb 4, 2022
Online Publication Date Feb 11, 2022
Publication Date 2022-03
Deposit Date Jul 1, 2022
Publicly Available Date Jul 1, 2022
Journal Molbank
Publisher MDPI
Peer Reviewed Peer Reviewed
Volume 2022
Issue 1
Article Number M1339
DOI https://doi.org/10.3390/m1339
Public URL https://durham-repository.worktribe.com/output/1202530

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Published Journal Article (1.5 Mb)
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Publisher Licence URL
http://creativecommons.org/licenses/by/4.0/

Copyright Statement
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.





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