Synthesis and characterization of some new 1,3,4-thiadiazole compounds derived from cinnamic acid and determination of antimicrobial activity

5-[2-(1,3-benzodioxol-5-yl)ethenyl]-N-phenyl-1,3,4-thiadiazol-2-amine (1), 5-[2-(1,3-benzodioxol-5-yl)ethenyl]-N-[2'-chlorophenyl]-1,3,4-thiadiazol-2-amine (2), 5-[2-(1,3-benzodioxol-5-yl)ethenyl]-N-[4'-chlorophenyl]-1,3,4-thiadiazol-2-amine (3), 5-[2-(1,3-benzodioxol-5-yl)ethenyl]-N-[2'-fluorophenyl]-1,3,4-thiadiazol-2-amine (4), 5-[2-(1,3-benzodioxol-5-yl)ethenyl]-N-[3'-fluorophenyl]-1,3,4-thiadiazol-2-amine(5) ,5-[2-(1,3-benzodioxol-5-yl) ethenyl]-N-[4'-fluorophenyl]-1,3,4-thiadiazol-2-amine (6), 5-[2-(1,3-benzodioxol-5-yl)ethenyl]-N-[2'-methoxyphenyl]-1,3,4-thiadiazol-2-amine (7), 5-[2-(1,3-benzodioxol-5-yl)ethenyl]-N-[3'-methoxyphenyl]-1,3,4-thiadiazol -2-amine (8), 5-[2-(1,3-benzodioxol-5-yl)ethenyl]-N-[4'-methoxyphenyl]-1,3,4-thiadiazol-2-amine (9), 5-[2-(1,3-benzodioxol-5-yl)ethenyl]-N-[2',4'-dichlorophenyl]-1,3,4-thiadiazol-2-amine (10), 5-[2-(1,3-benzodioxol-5-yl)ethenyl]-N-[4'-nitrophenyl]-1,3,4-thiadiazol-2-amine (11), 5-[2-(1,3-benzodioxol-5-yl)ethenyl]-N-[2'-ethylphenyl]-1,3,4-thiadiazol-2-amine (12), 5-[2-(1,3-benzodioxol-5-yl)ethenyl]-N-[2'-methoxycarbonylphenyl]-1,3,4-thiadiazol-2-amine (13), 5-[2-(1,3-benzodioxol-5-yl)ethenyl]-N-benzyl-1,3,4-thiadiazol-2-amine (14), 5-[2-(1,3-benzodioxol-5-yl)ethenyl]-N-(2'-phenylethyl)-1,3,4-thiadiazol-2-amine (15) were synthesized by the reaction of phenylthiosemicarbazide derivatives and cynnamic acid derivatives with phosphorous oxychloride. Antibacterial activity was studied for selected bacteria. Compounds 1-15 synthesized and characterized with UV, FT-IR, 13C-NMR, 1H-NMR elemental methods. Compounds 1-15 were screened for five bacteria types. The newly synthesized compounds were investigated for their antimicrobial activities with disk diffusion method. Some of compounds were found to have moderate activities against test microorganisms. The compounds (5,7,10,13,14) showed inhibition zones on Staphylococcus auries, while compund (7) showed inhibition zones on Enterococcus durans. Compund (8) showed inhibition zones on E.coli. Compound (9) showed inhibition zones on Enterobacter aerogenes. Compound (13) showed inhibition zones on Salmonella Kentucky. But all compounds had no activity against on Candida albicans, Salmonella infants, Salmonella typhimurium, Salmonella enteritidis and Bacillus subtilis.