Synthesis, Characterization And Biological Activities Of Acylthiourea Derivatives

1. Fifteen diacyl thiourea which have asymmetric structure (compounds 6 and 6') and nine monoacyl thiourea containing amido group in molecules (compounds 7 and 7') were synthesized by the techniques of ultrasonic irradiation and phase transfer catalysis for the first time. They are nine N-aryl-N'-[4-(N-formyl-N'-arylthiourea)] phenoxyacetyl thiourea (compound 6), six N-aryl-N'-[3-(N-formyl-N'-arylthiourea)] phenoxyacetyl thioureas (compound 6') and three aryl 4-(N-formyl-N'-arylthiourea) phenoxyacetyl amides (compound 7'). In order to synthesize the target compounds, eight correlative intermediate compounds were also prepared. Intermediate compounds 2, 2', 3 and 3' were synthesized under ultrasonic irradiation. The best synthetic condition for 3 and 3' had been explored by orthogonal experiment. The structures of the target compounds were characterized by IR, ¹H NMR, ¹³C NMR, APT, 1D NMR, 2D NMR and elemental analysis. The NMR spectra of representative target compounds 6 and 7a were studied in detail. The C, H chemical shifts of the compounds were assigned and the coupling constant, J values, were also given out. The synthetic method of the ultrasonic irradiation and phase transfer catalysis for the target compounds has the advantages of simple operation, mild conditions and good yields. The intermediate compounds diacyl isosulfocyanates which do not have to separate can react with arylamines directly, the target compounds were obtained by nucleophilic addition or nucleophilic substitution reactions.2. Biological activity tests were carried out. The results of screening tests for bactericidal activity, insecticidal activity and herbicidal activity indicated that the target compounds possessed...