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),(Ⅱ),(Ⅲ) were designed and synthesized. Twenty new (Ⅰ) 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 (Ⅱ)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 (Ⅲ)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),(Ⅱ),(Ⅲ)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),(Ⅱ),(Ⅲ)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 (Ⅰ) have good selective fungicidalactivities. For example, compoundⅠr has good selective inhibition activity againstColletotrichum gossypii, compoundⅠt also has good selective inhibition activityagainst Dothiorella gregaria. Some of the target compounds of (Ⅱ),(Ⅲ) have someherbicidal activities, compoundⅢe have good inhibition activities againstdicotyledonousplant-Colza(root/stem)at10mg/L.