Synthesis of S-(5-aryl-1,3,4-oxadiazol-2-yl) O-alkyl carbonothioate and alkyl 2-((5-aryl-1,3,4-oxadiazol-2-yl)thio) acetate, and their antimicrobial properties

The S-(5-aryl-1,3,4-oxadiazol-2-yl) O-alkyl carbonothioate (4-9) and the alkyl 2-((5-aryl-1,3,4-oxadiazol-2-yl)thio) acetate (10-15) were synthesized by interaction of 5-aryl-1,3,4-oxadiazole-2-thiones with esters chloroformic acid chloroacetic acid. yields target compounds (7-9) obtained isobutyl chloroformate 69-73%, (4-6) propyl - 74-79% 86-92%, respectively. structures confirmed IR, UV, 1H 13C NMR spectra. antibacterial antifungal activities these investigated. results in vitro antimicrobial activity tests showed that S-(5-phenyl(2-chlorophenyl)-1,3,4-oxadiazol-2-yl) O-propyl (4-5) O-isobutyl (7-8) exhibited weak, but selective against gram-positive bacteria (Bacillus subtilis Staphylococcus aureus). At same time, no was shown two chlorine atoms aromatic ring (13-15) 2-((5-aryl-1,3,4-oxadiazol-2-yl) thio) (10-15).