2-(1,5-亚戊基)-5-取代亚氨基-△~3-1,3,4-噻二唑啉的合成及杀菌活性

Synthesis and Fungicidal Activity of 2-(1,5-Pentamethylene)-5- substituted imino-Δ~3-1,3,4-thiadiazolines

为考察脂肪环的大小对噻二唑啉衍生物杀菌活性的影响,以环己酮为原料,先与取代缩氨基硫脲缩合,得N-取代环己酮缩氨基硫脲,再经二氧化锰氧化关环,得到9个未见文献报道的标题化合物,所有化合物的结构均经过IR、13CNMR和元素分析确证。初步杀菌实验结果表明,所有目标化合物在100mg/L和50mg/L浓度下,对棉花立枯病菌RhizoctoniasolaniKühn和棉花枯萎病菌Veticilliumdahlide具有一定的杀菌活性,特别是对棉花立枯病菌,在50mg/L下有5个化合物的抑制率达90%以上。

Nine new title compounds, 2-(1,5-pentamethylene)-5-substituted imino-Δ~3-1,3,4-thiadiazoline were synthesized from cyclohexanone via N-substituted cyclohexanone (thiosemicarbazones),followed by oxidative cyclisation on treatment with manganese dioxide. The structure of all the compounds were confirmed by IR,()^(13)C NMR and elemental analysis. (Preliminary) bioassays showed that all the compounds had some fungicidal activity to Rhizoctonia solani Kühn and Veticillium dahlide at the concentration of 100 mg/L and 50 mg/L. The (inhibition) rate to R.solani reached 90% for five compounds at the concentration of 50 mg/L.