Synthesis of some saccharin derivatives of expected biological activity based on n-(saccharinyl)-acetic acidazide

Article abstract of DOI:10.1080/10426509608046419

Azide 3 was prepared from the corresponding acid chloride 2. The base catalyzed decomposition with aromatic amines, aminobenzoic acids and/or hydrazines afforded the corresponding anilides 4a-f and/or hydrazides 5a-d via azido group displacement. Compounds 5c and 5d were refluxed in Ac₂O to give 1,3,4-oxadiazole derivatives 6a and 6b. Lewis acid catalyzed decomposition of azide 3 with anhyd. AlCl₃ in dry aromatic substrates gave the corresponding ketones 7a-c. Also, the reaction of azide 3 with glycine gave 9.