Research On Synthesis Of2-aryl-3-ethyl Ester-4-Phenyl-1,5-benzodiazepines

1,5-benzodiazepines are a kind of seven-membered heterocycle compounds and haveboth important physiological activities and biological activities. Many derivatives of them arenowadays widely used as medications which have the curative effect of antianxiety,antidepressant, anticonvulsant, sedative and analgesic. In addition, this kind of compoundsalso has antifungal, antimicrobial, antivirus and antagonist activities. So far,1,5-benzodiazepines have got a huge applications in medical treatment. Therefore the researchof its unique chemical structure and special physiological activity had received moreconsideration. Benzodiazepine skeleton structure of the seven-membered ring carries multiplepharmacological activity structure，the compounds have different biological activity can beobtained through modification of its structure. Recently studies indicate that some1,5-benzodiazepines with special structures have been synthesized and have excellentantibacterial activity, although not yet practical applications as a pharmaceutical compound.And, the introduction of the ester group can increase grease soluble in the body to someextent, so that promote the absorption of body and improve efficiency. Therefore, in order tostudy and found1,5-benzodiazepines compounds with higher antibacterial activity, wedesigned and synthesized twenty-four kinds of2-aryl-3-carbethoxy-4-phenyl-1,5-benzodiazepines, optimized the reaction conditions, determined the structures by1H NMR, IR,MS, elemental analysis and13C NMR, studied the laws of its regional selectivity, proposedreaction mechanism, and twenty-four kinds of compounds were tested antibacterial activity.This thesis includes the following parts:Firstly, twenty-four kinds of no reported2-aryl-3-carbethoxy-4-phenyl-1,5-benzodiazepines were designed and synthesized through a two-step reaction, and used4-methyl-o-phenylenediamine,4-bromo-o-phenylenediamine, o-phenylenediamine, benzoylacetate, benzaldehyde or substituted benzaldehyde,2-formyl-thiazole as starting materials.The structures of the target compounds were determined by1H NMR, IR, MS, elementalanalysis and13C NMR, and the reaction mechanism was obtained.Secondly, cultivate a single crystal of intermediate Ia and its structure was determine bysingle crystal diffraction. Thirdly, the reaction conditions were the detailed studies of target product,2-aryl-3-carbethoxy-4-phenyl-1,5-benzodiazepines, about the solvent, reaction temperature,kind of and the amount of catalyst. The results showed that suitable reaction temperature, thebest solvent, the optimal catalyst and an amount. Under the optimized reaction conditions, thetarget products gave the highest yield with95%. Regioselectivity was studied, and reactionmechanism of the reaction was proposed.Lastly, the twenty-four kinds of target products2-aryl-3-carbethoxy-4-phenyl-1,5-benzodiazepines were studied to test antibacterial activity and structure-activity relationships.The work to explore the high activity of1,5-benzodiazepines laid a theoretical foundation.