Colin G. Neill, P. Preston, R. Wightman
Oct 29, 1998
Citations
0
Influential Citations
11
Citations
Journal
Tetrahedron
Abstract
Abstract Oxidation of 3-phenyl-2 H -pyrido[2,3- e ]-1,2,4-thiadiazine with sodium hypochlorite and, separately, m -chloroperoxybenzoic acid afforded a 1,1-dioxide and a 5-oxide derivative, respectively. Further examples of such 1,1-dioxide derivatives were synthesised by treating 2-amino-5-methylpyridine with orthoesters and these were subsequently oxidised to novel 1 , 1,5-trioxides. A short route has been developed for the synthesis of 4-aminopyridine-3-sulfonamide which was used for the preparation of 4 H -pyrido[4,3- e ]-1,2,4-thiadiazine 1,1-dioxides; oxidation of the parent member of the series gave a 1,1,7-trioxide derivative. 3-Aminopyridine-4-sulfonamide has been prepared, and then condensed with triethyl orthoformate to afford 4 H -pyrido[3,4- e ]-1,2,4-thiadiazine 1,1-dioxide.