94494-31-2Relevant articles and documents
4-(1-methyl-2-sulfamoylvinyl)pyrazoles by ring transformation of 1,1-dioxo-2H-1,2-thiazine-4-carbaldehydes with hydrazines
Fanghaenel,Bartossek,Lochter,Baumeister,Hartung
, p. 277 - 283 (2007/10/03)
As masked 1,3-dicarbonyl compounds, 1,1-dioxo-2H-1,2-thiazine-4-carbaldehydes (2a-e, 7) undergo ring transformations with nucleophilic hydrazines to produce 4-[1-methyl-2-(arylsulfamoyl)vinyl]pyrazoles (9a-i). For 9h, an X-ray structural analysis is reported. With less nucleophilic semicarbazide and p-nitrophenylhydrazine the hydrazones (11a,b) were isolated. The carbaldehydes 2a-e, 7 and 8a,b were synthesized by formylation of the 1,1-dioxo-2H-1,2-thiazines 1a-e, 5 and 6a,b with dichloromethyl methyl ether/ TiCl4. In the case of 1a-e mixtures of 4- and 6-carbaldehydes (2a-e/3a-e) were obtained, which, however, could be used for the synthesis of pyrazoles. Johann Ambrosius Barth 1997.