新型吡唑甲酰基含氟芳基硫脲的合成及其杀菌活性

Synthesis and Fungicidal Activity of New Pyrazole-Acyl Fluoro-Substituted Aromatic Thiourea Derivatives

以苯肼和乙酰乙酸乙酯为基本原料，经关环、甲酰基化、氧化和酰氯化反应得到酰氯，所得中间体4在相转移催化剂（PEG-600）存在下与硫氰酸铵反应得到相应的吡唑甲酰异硫氰酸酯，再分别与含氟苯胺反应，得到9个未见报道的吡唑甲酰基含氟芳基硫脲衍生物。经IR、^1H NMR和元素分析测试技术确认了化合物的结构。对新合成的化合物进行了初步的抑菌活性测试，结果表明，化合物6a、6b、6d、6e、6f、6g、6h和6i在质量浓度为1～100mg／L范围内，对水稻纹枯病菌抑制率均为100％，化合物6e在50mg／L时，对小麦赤霉病菌抑制率达98．2％。

Nine novel pyrazole-acyl fluoro-substituted aromatic thiourea derivatives were synthesized from phenylhydrazine and ethyl acetoacetate. The intermediate 4 was prepared via a series of reactions involving cyclization, formylation, oxidation and acylation, and was subsequently reacted with amonium thiocyanate to generate the corresponding intermediate 5 with good yield in the presence of phase transfer catalyst PEG-600. The obtained intermidiate 5 was then reacted with fluoro-substituted anilines to form the desired pyrazole-acyl fluoro-substituted aromatic thiourea derivatives, and their structures were identified by IR, ~H NMR and elemental analysis. Preliminary bioassays indicated that compounds 6a, 6b, 6d, 6e, 6f, 6g, 6h and 6i showed inhibitory activities（ 100% ） against Rhizoctonia sasakii, and compound 6e showed inhibitory activities （98.2%） against Gibberella zeae at a concentration of 50 mg/L.