Synthesis and Biological Activities of O-Alkyl, O-Aryl, O-{Z-[1-Phenyl-2-(1H-1,2,4-triazol-1-yl)ethylidene]amino} Phosphorothioates

Abstract

A series of title compounds 2 were efficiently synthesized via the condensation of 1-phenyl-2-(1H-1,2,4-triazol-1-yl)ethanone oxime with various asymmetric thiophosphoryl chlorides in sodium hydroxide powder and acetonitrile system. The structures of title compounds 2 were confirmed by IR, ¹H NMR, ³¹P NMR, EI-MS, and elemental analysis. The results of preliminary bioassays indicated that the title compounds 2 possessed good to moderate insecticidal activity against aphides at the dosage of 250 mg/L, and some of them exhibited moderate fungicidal activities at the concentration of 100 mg/L.

Keywords:

• Biological activity
• 1-phenyl-2-(1H-1,2,4-triazol-1-yl)ethanone oxime
• phosphorothioate

The project was sponsored by the Natural Science Foundation of China (No. 20302002) and the Scientific Research Foundation for the Returned Overseas Chinese Scholars, State Education Ministry (No. [2007] 1108).