First synthesis of selenadiazolo[3,4-i]† Benzazepine derivatives
Abou Elmaaty, T. Synth. Comm.,2006, 36, 2281.
Abstract
5-Methyl-4-nitro-2,1,3-benzoselenadiazole (1) was converted into (E)-5-(2-dimethylamino)vinylbenzo-[c](1,2,5)selenadiazole-4-amine (4) by initial treatment with dimethylformamide dimethyl acetal (DMFDMA) (2) followed by selective reduction using ammonium bromide in methanol. Compound 4 afforded the selenadiazolo[3,4-i][1]benzazepine derivatives (7, 10, 13, 15) upon treatment with malononitrile (5), ethyl cyanoacetate (8) and cyanoacetamide (11) respectively.