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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

N, N-Dialkyl-N′-Chlorosulfonyl Chloroformamidines in Heterocyclic Synthesis. V* The Preparation of some Benzimidazo-Fused [1,2,4,6]Thiatriazine Dioxides

Teresa Cablewski A , Craig L. Francis A B and Andris J. Liepa A
+ Author Affiliations
- Author Affiliations

A CSIRO Molecular and Health Technologies, Clayton VIC 3168, Australia.

B Corresponding author. Email: craig.francis@csiro.au

Australian Journal of Chemistry 61(1) 59-65 https://doi.org/10.1071/CH07336
Submitted: 21 September 2007  Accepted: 15 November 2007   Published: 18 January 2008

Abstract

N,N-dialkyl-N′-chlorosulfonyl chloroformamidines 1 were treated with 2-aminobenzimidazoles 2 to give [1,2,4,6]thiatriazino[2,3-a]benzimidazole 1,1-dioxides 3 and [1,2,4,6]thiatriazino[4,3-a]benzimidazole 2,2-dioxides 4. Some N-alkyl-, N-acyl-, and N-sulfonyl-derivatives of 3 were prepared. These products are derivatives of rare heterocycles.


Acknowledgements

We thank Roger Mulder and Jo Cosgriff for assistance with NMR spectroscopy, Carl Braybrook for assistance with mass spectrometry, and Gary Fallon, Paul Jensen, and Craig Forsyth (Monash University) for X-ray crystallography.


References


[1]   A. R. Katritzky, Chem. Rev. 2004, 104,  2125.
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* Part IV, Aust. J. Chem. 2007, 60, 113.