Synthesis and Antimicrobial Evaluation of Novel Dioxo Spiro[indoline-3,2′ thiazolidin]-3′-yl)thiourea and -dioxaspiro[indoline-3,2′-thiazolidin]-3′-yl)urea
摘要
Novel synthesis and antimicrobial screening of 1-(1-(4-chlorophenyl)-1H-naphtho[1,2-e][1,3]oxazin-2(3H)-yl)-3-(2,4′-dioxospiro[indoline-3,2′-thiazolidin]-3′-yl)urea and 1-(1-(4-chlorophenyl)-1H-naphtho[1,2-e][1,3]oxazin-2(3H)-yl)-3-(2,4′-dioxospiro[indoline-3,2′-thiazolidin]-3′-yl)thiourea derivatives is reported in this manuscript. In this research a series of Schiff bases were formed initially by the reaction of isatin with semicarbazide and thiosemicarbazide which were then subjected to react with thioglycolic acid to form cyclized spiro derivatives. The cyclized derivatives were then reacted with substituted aryl aldehydes and β-naphthol under reflux conditions. Finally, the resulting cyclized derivatives of oxazine were formed by reaction of acetonitrile and formaldehyde. All newly synthesized derivatives conformation were characterized in detail by FT-IR and NMR spectroscopy including U-Visible and mass spectrometry which collated well with the proposed synthesis and the experimental observed data. All the prepared derivatives exhibited good to excellent antimicrobial activities with MIC ranging from 100 and 6.25 μg/mL.