Synthesis and Identification of Some New 2,3-Disubstituted 1,3-Oxazepine-4,7-dione Derivatives Containing Azo Group and 1,3,4-Thiadiazole Moiety

摘要

Azoaldehyde derivatives (1a-f) were prepared through coupling reactions between diazonium salts of six primary aromatic amines and alkaline solution of 2-hydroxy benzaldehyde. Compounds (1a-f) were then introduced in acid-catalyzed condensation reactions with 2-amino-5-mercapto-1,3,4-thiadiazole to obtain six new azoimines (2a-f). (2+5) Cycloaddition of (2a-f) with each maleic and phthalic anhydrides respectivily gave nine new oxazepines (3a-f) and (4b, 4d, 4e). The synthesized compounds might have some biological activity.