Chemical Modification And Antibacterial Performance Of Tebuconazole

The main research task was to synthesize a series of triazole compounds,and screened out suitable compounds through the inhibition experiments,laying the foundation of water-borne type organic preservatives for further in-depth study.The research include:synthesis of the target compounds,antibacterial experiments,the optimization experiments of syntheses process.With tebuconazole as a lead compound,according to antifungal mechanism and structure-activity relationships of the triazole,the phenoxy group was added to the structure while basing on the main active groups--1,2,4-tri azole retained.Beginning with 1-Chloropinacolone,thirteen 1-（1H-1,2,4-triazol-1-yl）-2-tert-butyl-3-substituted-2-propanols were synthesized through the nucleophilic substitution reaction,the epoxidation and the ring-opening reaction.Furthermore,Ⅳg,Ⅳh,Ⅳl and Ⅳwere reported for the first.The intermediates and title compounds were ascertained by 1H-NMR、MS、IR.comparing with tebuconazole,the series of compounds have a short synthetic route and a simple post-processing.Reference to "technical standard for disinfection",respectively,using ethyl acetate the target compounds were formulated to 4 liquid gradient,namely 0.5%,1%,1.5%,2%,their antibacterial activity was measured against white-rot fungus（Coriolus versicolor）,brown-rot fungus（Gloeophyllum trabeum）and moulds（Aspergillus niger and Trichoderma viride）,through the filter paper method,in order to filter out the antibacterial compounds significantly.The inhibition experimental results showed that:Ⅳ f,Ⅳl had obviously killing effect for the test bacteria chosen,their effects were similar with tebuconazole.Finally,the pivotal synthetic steps were optimized through the single factor experiment and L₉（3⁴）orthogonal experiment.The condition optimized of epoxidation are as follow,mole ratio of II,trimethylsulfoxonium iodide and sodium hydride 1.0:1.5:2.5,temperature 45 ℃ time 2 h.And the condition optimized of ring-opening reaction are as follow,mole ratio of III,P-Chlorophenol,potassium hydroxide 1:1.2:1.38,temperature 80 ℃,time 6 h.