title: [Iodo-derivatives of 2-aminobenzensulfonamide and 1,2,4-benzothiadiazine-1,1-dioxide].
abstract: A series of iodo derivatives of 2-aminobenzensulfonamide and its derivatives has been prepared by reaction with iodine chloride in N,N-dimethylformamide or N,N-dimethylacetamide. The structure of each compound was confirmed by transformation with formic acid into the corresponding 1,2,4-benzothiadiazine and comparison with the same compounds prepared via the Sandmeyer reaction starting form amino derivatives of known structure. It was found that the iodination reaction in N,N-dimethylformamide, can lead, depending on the nature of the starting material, to the formation of benzothiadiazine derivatives apparently generated from sulfonamide via a formylation reaction due to N,N-dimethylformamide.
mesh_terms: D001555:Benzene Derivatives / Q000138:chemical synthesis; D001581:Benzothiadiazines / Q000138:chemical synthesis*; D003499:Cyclic S-Oxides / Q000138:chemical synthesis; D007455:Iodine; D013055:Spectrophotometry, Infrared; D013449:Sulfonamides / Q000138:chemical synthesis*
chemical_list: D001555:Benzene Derivatives; D001581:Benzothiadiazines; D003499:Cyclic S-Oxides; D013449:Sulfonamides; D007455:Iodine
vernacular_title: Iodioderivati della 2-aminobenzensolfonamide e dell'1,2,4-benzotiadiazin-1,1-diossido