N,N-Dialkyl-N′-Chlorosulfonyl Chloroformamidines in Heterocyclic Synthesis. III. Pyrido- and Pyridazo-Fused [1,2,4,6]Thiatriazine Dioxides
Teresa Cablewski A , Erin J. Carter B , Craig L. Francis A C , Andris J. Liepa A C and Michael V. Perkins BA CSIRO Molecular and Health Technologies, Clayton VIC 3168, Australia.
B School of Chemistry, Physics and Earth Sciences, Flinders University, Bedford Park SA 5042, Australia.
C Corresponding authors. Email: craig.francis@csiro.au; andy.liepa@csiro.au
Australian Journal of Chemistry 60(2) 105-112 https://doi.org/10.1071/CH06367
Submitted: 11 October 2006 Accepted: 27 November 2006 Published: 13 February 2007
Abstract
N,N-Dialkyl-N′-chlorosulfonylchloroformamidines 1 reacted with 2-aminopyridines 2 to give novel pyrido[1,2-b][1,2,4,6]thiatriazine dioxides 3 and pyrido[2,1-c][1,2,4,6]thiatriazine dioxides 4. Reaction of 1 with 3-aminopyridazines 5 afforded pyridazo[3,2-c][1,2,4,6]thiatriazine dioxides 6 and a pyridazo[2,3-b][1,2,4,6]thiatriazine dioxide 7. The compounds 6 and 7 are derivatives of new ring systems.
Acknowledgments
We thank Ruth Woodgate and Katarina Johansson for technical assistance, Roger Mulder and Jo Cosgriff for assistance with NMR spectroscopy, Gary Fallon 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.
[1]
N. Schindler,
Chem. Ber. 1973, 106, 56.
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A The authors are grateful to one of the referees for bringing this to our attention.
