Study Of Synthesis And Structure-activity Relationship Of Salicylic Acid Compounds

Salicylic acid,the chemical name is called 2-hydroxy benzoic acid,is a basic organic chemical raw materials.Because it has good biological activity,other biologically active structural units often combine with it and constitute more biologically active compounds.The present thesis was mainly devoted to synthesis,quantitative structure-activity relationship(QSAR)study around several salicylic acid compounds fungicides with salicylic acid as the basic structural unit.It is divided into three parts in general,which can be summarized as follows:In the first part,discovery history,relations in plant disease resistance and application of salicylic acid;synthesis route selection and QSAR research progress of several salicylic acid compounds fungicides were mainly summarized.And research purpose and content of the present thesis were put forward.In the second part,synthesis of target product 2-(cyclopropane formyloxy)benzoic acid methyl ester,salicyloyl ethylenediamine and salicyloyl thioureido benzene were mainly researched.First,the intermediate salicylate,salicylaldehyde chloride and salicylaldehyde isothiocyanate were synthesized,studied the various factors which affected the reaction,and the optimal reaction conditions were confirmed.Then,the target products were synthesized with intermediates,and the structures were characterized.Through optimized the reaction conditions,the yield of the products were improved.In the third part,biological activity of target product 2-(cyclopropane formyloxy)benzoic acid methyl ester,salicyloyl ethylenediamine and salicyloyl thioureido benzene was mainly researched.A series of salicylic acid compounds which had biological activity were selected,and a QSAR model between biological activity and optimal molecular structure descriptors was established by genetic function algorithm(GFA).The model's validation showed that it had a good stability and predictive ability.And then,the biological activity of 2-(cyclopropane formyloxy)benzoic acid methyl ester,salicyloyl ethylenediamine and salicyloyl thioureido benzene was predicted with this model,the results showed that these three compounds had a strong biological activity.This work may provide some theoretical guidance for research and development of new salicylic acid compounds fungicides in the future.