Synthesis of new type nitroethane derivatives from 2-aminothiophenol and beta-nitrostyrenes, investigation their reactions and antimicrobial activity

p-Nitrostyrene 1 derivatives have diverse pharmacological activities. Particularly antibacterial and antifungal activities have been scrutinized intensively. Also saturated dervatives p-nitrostyrenes posses similar activities. The common properties of these molecules is that carry good leaving groups. Based on this idea it has been planet to obtain the products of addition on the active double bonds of p-nitrostyrenes that would have good leaving group charasteristics and to compare their activities with the respective p-nitrostyrenes and tfius attaining to compounds of better activity. For this purpose addition products of 1-[(2-aminophenyl)thio]-1- phenyl-2-nitroethane 2 of 2-aminothiophenol and p-nitrostyrenes have been synthesized. All of the 2 devatives prepared in this study are original.The structures of the compounds have been elucidated by IR, 1H-NMR and elemental analyses. 1 2 Gram (+) bacteria such as Stafilacoccus aureus, Bacillus subtilis and Gram(-) bacteria such as Klebsiella pneumoniae and Escherichia coli were used for antibacterial activity testing. Whereas Candida albicans, Candida stellatodea, Candida parapsilosis, Candida pseudotropicalis were used for antifungal activity testing. Microdilution method was employed for antibacterial activity studies and MIC (Minimal Inhibitory Concenrtation) values are given as \Mlm\. Ampicillin sodium and clotrimazol have been used as standards for antibacterial and antifungal activity studies respectively. The melting points and the yields of the compound are shown below. Antibacterial activities of 2 have been compared with those of 1. It has been found out 1 and 2 showed weak antibacterial activity, but some the derivatives of 1 and 2 had significant antifungal activity, and 1 were more than active in general.. After synthesis of title compounds 1-[(2-aminophenyl)thio]-1-phenyl-2-nitroethane derivatives cydization of these compounds to 1,5-benzothiazepine 3 derivatives bearing nitro group at the position threehas been tried, which have not been seen in the literature so far. R=H, CH3 rfl HRBLD SöKİillîâSfffl HElKEZi