Alkylation of 2H-1,2,3-benzothiadiazine 1,1-dioxides. Formation of a new family of mesoionic compounds

Alkylation of 2H-1,2,3-benzothiadiazine 1,1-dioxide and its aromatic ring substituted derivatives was studied in detail. It was found that alkylation took place both at N(2) and N(3) atoms. In the latter case, a series of interesting mesoionic compounds was prepared. Various alkylation conditions were tried, and due to the substantially different solubility of the two products formed in the reactions, the target compounds could be selectively isolated without chromatographic separation.

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