Biologically Active N, N'-disubstituted-¦Á-amino Amide Derivatives

In order to search the introduction compounds for new pesticide, obeying the principle of active-factor-addition, three series of compounds shown in the formula (Ⅰ),(Ⅱ),(Ⅲ) were designed and synthesized. Six new (Ⅰ) N-(5-(2-chlorophenyl)-2-furoyl)-α-amino acids were synthesized from 5-(chlorophenyl)-2-furoyl by using the primary source material of six different DL-α-amino acids. Eleven new (Ⅱ) N'-[5-(2-Chlorophenyl)furan-2-formyl]-N-substirutedpenyl-α-aminoamide derivatives were designed and synthesized by using the primary source material DL-α-alanine acids, 5-(chlorophenyl)-2-furoyl and substituted aniline. Fourteen new (Ⅲ) N'-[5-(2-Chlorophenyl)furan-2-formyl]-N-substituted methylpyridyl -α-amino acylam -ines derivatives were synthesized via dicyclohexyl-carbodiimide/4-dimethyl-aminopyridine (DCC/DMAP) coupling method by using the primary source material N'-(5-(2-chlorophenyl)-2-furoyl)-α-aminoacids.We introduced DMAP-DCC as catalyst at the step of (Ⅲ). As a catalyst for acylation, DMAP has a good catalytical function. It has high nucleophilicity. Compared with the research work which only using DCC, the addition of DMAP can reduce the reaction time from 8h to 3h..All these target compounds are new compounds and their structures were confirmed by IR,~1H NMR, MS, and elementary analysis. Their physic-chemical properties, spectrum properties, reaction conditions and synthetic methods were discussed as well. The structural formulae of compounds (Ⅰ),(Ⅱ),(Ⅲ) are as follows respectively: The preliminary biological activities tests of target compounds (Ⅰ),(Ⅱ),(Ⅲ) were finished in Huazhong university Branch of Pesticide R&D Center. The results indicated that some of the target compounds of (Ⅱ) have some herbicidal activities. For example, compoundⅡd have good inhibition activities against Dicotyledon plant-Brassica canpestris(Root/Stalk) with 90% inhibition rate. Some of the target compounds of (Ⅲ) have certain herbicidal activities. Some of the target compounds of (Ⅲ) have good selective fungicidal activities.Ⅲb have certain inhibition activities against Botrytis cinereapers with 80% inhibition rate. The preliminary insecticidal activities were finished in Zhejiang Branch of National Pesticide R&D South Center. The insecticidal activity show that the corrected mortality of tetranychus cinnabarnus was 90% in the 500 mg/L ofⅢh.