Synthesis and Biological Activity of N-(Substituted-p-trifluoromethyl-phenyl)-N'-(1,3,5-trisubstitutedpyrazol-4-yl-carbonyl)thioureas

Abstract

In order to search for pesticides with high biological activity and low toxicity, 5-chloro-3-methyl-1-(p-substituted phenyl)pyrazole-4-carbonyl isothiocyanate was first obtained by a series of reactions starting from 3-methyl-1-(p-substituted phenyl)pyrazol-5-one, and then 5-chloro-3-methyl-1- (p-substituted phenyl)pyrazole-4-carbonyl isothiocyanate reacted with respec-tive p-trifluoromethylaniline and 2,6-dichloro-4-trifluoromethylaniline to yield ten new N-(substituted-p-trifluoromethylphenyl)-N'-(1,3, 5-trisubstituted pyra-zol-4-yl-carbonyl)thiourea derivatives 5a～5e and 6a～6e. Their struc-tures were characterized by IR, ¹H NMR spectra and elemental analysis. Preliminary bioassays indicated that some compounds had fungicidal activity.

Key words: p-trifluoromethylaniline, pyrazolecarbonylthiourea, fungicidal activity, synthesis

Cite this article

DU Hai-Tang*^,a,b,DU Hai-Jun^c,OUYANG Gui-Ping^d. Synthesis and Biological Activity of N-(Substituted-p-trifluoromethyl-phenyl)-N'-(1,3,5-trisubstitutedpyrazol-4-yl-carbonyl)thioureas[J]. Chin. J. Org. Chem., 2008, 28(2): 356-360.

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