Synthesis of 6,7-dihydroxy-3-aryl-5-undecyl-4,1,2-benzoxadiazines

Abstract

1457-1461 Condensation of Embelin 1 with different aromatic acid hydra­zides 2 in glacial acetic acid to give N1-5-hydroxy-6-unde­cyl-p-benzoaquinone-2-yl)-benzohydrides 3. Reductive cycli­za­tion of the product 3 with simultaneous acetylation in situ resulted in the formation of the compound 4 1-N-acetyl-6,7-diacetyl-3-aryl-5-undecyl-4,1,2-benzoxadiazine. In the final step the compound 4 is deacetylated to give the title products 5. The structures of the newly prepared compounds have been confirmed from analytical and spectral data. Some of the compounds exhibited antibacterial and antifungal activity. </smarttagtype