Reactions of Dibenzylidene Sulfamides with Amines

Article abstract of DOI:10.1007/BF00901828

Addition of amines to dibenzylidene sulfamide 1 a yields the corresponding Schiff bases 3 a, b and monobenzylidene sulfamide 2.Reaction of several dibenzylidene sulfamides 1 with various lithium-amides gives N¹-substituted N²-benzylsulfamoyl-benzamidines 7 a-k via an intramolecular hydride transfer reaction, whereas by treatment of 1 a with sodium amide 2-benzyl-3,5-diphenyl-3,4-dihydro-2H-1,2,4,6-thiatriazine-1,1-dioxide 8 is obtained, which on hydrolysis yields 9 and 11.Alkylation products are described , the isomeric products 12a/13a and 12b/13b are isolated, their structures are confirmed by synthesis, IR and NMR-spectra. - Keywords: Addition of amines to dibenzylidene sulfamide; Intramolecular hydride transfer; Sulfamoyl-benzamidines.