Biological Activity Of Fluoro-phenyl Furoic Acid Derivatives

In order to search the introduction compounds for new pesticide, obeying theprinciple of active-factor-addition, three series of compounds shown in the formula(I),(â…¡),(â…¢) were designed and synthesized. Twenty new (â… ) N-(substitutedarylamino)-5-(fluorophenyl)-2-furoyl thioureas were synthesized from5-(fluorophenyl)-2-furoic acid, through four steps using PEG-400 as solid-liquidtransfer catalyst. In addition, based on this earlier research work, twenty new (â…¡)N-(5-aryl-1,3,4-thiadiazol-2-yl)-5-(fluorophenyl)-2-furamides were synthesized underthe reflux condition using glacial acetic acid as solvent. Six new (â…¢)N-(4,6-disubstituted-2-pyrimidinyl)-2-(5-(2-chlorophenyl)-2-furoylamino)acetylamines were designed and synthesized by solid-state reaction under room temperature,using the primary source materials of glycine, 5-(2-chlorophenyl)-2-furoic acid,4,6-disubstituted 2-aminopyrimidine. All these target compounds are new compoundsand their structures were confirmed by IR, ~1H NMR, MS, and elementary analysis.Their physic-chemical properties, spectrum properties, reaction conditions andsyntheticmethodswerediscussedaswell.Thestructuralformulaeofcompounds(I),(â…¡),(â…¢)areasfollowsrespectively:Furthermore, in order to investigate the relationship between the structure of thetarget compounds and its property, we nurtured and obtained two related crystalstructures bysingle crystal X-raydiffractionanalysis, and have somebasicdiscussionontheirstructuresandactivities. The preliminary biological activities tests of target compounds (I),(â…¡),(â…¢)were finished in Shanghai Branch of National Pesticide R&D South Center. Theresults indicated that some of the target compounds of (I) have some herbicidalactivities and some of the target compounds of (â… ) have good selective fungicidalactivities. For example, compoundâ… r has good selective inhibition activity againstColletotrichum gossypii, compoundâ… t also has good selective inhibition activityagainst Dothiorella gregaria. Some of the target compounds of (â…¡),(â…¢) have someherbicidal activities, compoundâ…¢e have good inhibition activities againstdicotyledonousplant-Colza(root/stem)at10mg/L.