SYNTHESIS OF SOME SACCHARIN DERIVATIVES OF EXPECTED BIOLOGICAL-ACTIVITY BASED ON N-(SACCHARINYL)-ACETIC ACID AZIDE

Azide 3 was prepared from the corresponding acid chloride 2. The base catalyzed decomposition with aromatic amines, aminobenzoic acids and/o r hydrazines afforded the corresponding anilides 4a-f and/or hydrazide s 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 ca talyzed decomposition of azide 3 with anhyh. AlCl3 in dry aromatic sub strates gave the corresponding ketones 7a-c. Also, the reaction of azi de 3 with glycine gave 9.