Synthesis and antimicrobial activities of novel sugar (2-phenylquinazolin-4-yl)hydrazones and their osazones

Condensation of equimolar amounts of 4-hydrazino-2-phenylquinazoline 1 and a number of monosaccharides 2 (D-glucose, D-galactose, D-xylose, D-arabinos e and D-ribose) affords the corresponding hydrazones 3-7 in good yields. Ho wever, when three molar equivalents of 1 is allowed to react with 2 in the presence of glacial acetic acid, the corresponding osazones 13-16 are obtai ned in fair yields. Acetylation of the hydrazones 3-7 and osazones 13-16 gi ve the corresponding acetyl derivatives 8-12 and 17-20. The products obtain ed have been characterized by spectral data and elemental analyses. Some of the compounds show antifungal and antibacterial activities.