SYNTHESIS AND BIOLOGICAL-ACTIVITY OF SOME NEW 5-HYDROTHIAZOLO{[}4, 3-B]-1, 3, 4-OXA (OR THIA) DIAZOLES AND 5-HYDROTHIAZOLO{[}3, 4-B]-1, 2, 4-TRIAZOLES CONTAINING 1, 2, 3-SELENA (OR THIA) DIAZOLE MOIETIES

N-(p-Acetylphenyl)-hydrazinecarbothioamide (I) was reacted with three different aromatic aldehydes, which gave the corresponding semicarbazones (II). Addition-condensation of thioglycolic acid with compounds II gave 4-thiazolidinones (III). Reaction of compounds III with concentrated H2SO4, KI/I2-NaOH or NaOH provided the cyclized products (IV-VI). Compounds IV-VI reacted with semicarbazide to give the corresponding semicarbazones (VII-IX), which oxidized either with selenium dioxide or thionyl chloride to give 1, 2, 3-selenadiazoles (VII-X) and 1,2,3-thiadiazoles (XIII-XV), respectively. Some of the compounds were tested against various strains or bacteria.