N,N-Dialkyl-N′-Chlorosulfonyl Chloroformamidines in Heterocyclic Synthesis. VI The Preparation of Some Fused [1,4,2,6]Dithiadiazine Dioxides

Teresa Cablewski; Craig L. Francis; Andris J. Liepa

doi:10.1071/CH08059

RESEARCH ARTICLE

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N,N-Dialkyl-N′-Chlorosulfonyl Chloroformamidines in Heterocyclic Synthesis. VI The Preparation of Some Fused [1,4,2,6]Dithiadiazine 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(5) 332-341 https://doi.org/10.1071/CH08059
Submitted: 14 February 2008 Accepted: 11 April 2008 Published: 22 May 2008

Abstract

N,N-Dialkyl-N′-chlorosulfonylchloroformamidines 1 were treated with 2-mercaptobenzimidazoles 2 to give [1,4,2,6]dithiadiazino[2,3-a]benzimidazole 1,1-dioxides 3. 3-Mercapto[1,2,4]triazoles 5 afforded [1,2,4]triazolo[2,3-b][1,4,2,6]dithiadiazine 1,1-dioxides 6 and [1,2,4]triazolo[4,3-b][1,4,2,6]dithiadiazine 1,1-dioxides 7. These products are derivatives of new or very rare heterocycles.

Acknowledgements

We thank Ruth Woodgate for technical assistance with chemical synthesis, Roger Mulder and Jo Cosgriff for assistance with NMR spectroscopy, Carl Braybrook for assistance with mass spectrometry, Gary Fallon, Paul Jensen, and Craig Forsyth (Monash University) for X-ray crystallography, and E. I. DuPont de Nemours and Co., Agricultural Products Department, for the biological screening of these compounds.

References

N,N-Dialkyl-N′-Chlorosulfonyl Chloroformamidines in Heterocyclic Synthesis. VI The Preparation of Some Fused [1,4,2,6]Dithiadiazine Dioxides

Abstract

Acknowledgements

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