Synthesis and biological activity of some new 5-hydrothiazolo[4,3-b]-1,3,4-oxa(thia)diazoles and 5-hydrothiazolo[3,4-b]-1,2,4-triazoles containing 1,2,3-selena(thia)diazole moiety.
p-Acetylphenyl thiosemicarbazide (I) was reacted with different aldehydes yielding the corresponding semicarbazones II. Addition condensation of thioglycolic acid with compounds II gave 4-thiazolidinones III. Reaction of compounds III with conc. H2SO4, KI/I2-NaOH and NaOH afforded the cyclized products (IV-VI). Compounds (IV-VI) reacted with semicarbazide to give the corresponding semicarbazones (VII-IX) which either were oxidized with selenium dioxide or thionyl chloride to give 1,2,3-selenadiazoles (X-XII) and 1,2,3-thiadiazoles (XIII-XV) respectively. Some of the prepared compounds were tested against some strains of bacteria.
el-Sayed Bayoumy
B
B
Department of Chemistry, Faculty of Science, Zagazig University, Egypt.
D002626:Chemistry, Pharmaceutical; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D010084:Oxidation-Reduction; D012664:Semicarbazones / Q000138:chemical synthesis* / Q000494:pharmacology*; D013830:Thiadiazoles / Q000138:chemical synthesis* / Q000494:pharmacology*
D012664:Semicarbazones; D013830:Thiadiazoles