新型N-芳基-2-((5-((4,6-二甲基嘧啶-2-基)硫甲基)-1,3,4-噻二唑-2-基)硫)乙酰胺类化合物的合成及杀菌活性

Synthesis and fungicidal activity of novel N-aryl-2-((5-((4,6-dimethylpyrimidin-2-yl)thiomethyl)-1,3,4-thiadiazole-2-yl)thio)-acetamide compounds

为寻找新型杂环活性化合物,通过活性亚结构拼接,以硫脲和乙酰丙酮为起始原料合成4,6-二甲基嘧啶-2-硫醇,随后经酯化、肼化、环化和缩合反应,设计并采用微波辅助合成了10个新型N-芳基-2-((5-((4,6-二甲基嘧啶-2-基)硫甲基)-1,3,4-噻二唑-2-基)硫)乙酰胺类化合物,其结构通过核磁共振氢谱和碳谱、红外光谱、质谱及元素分析确认。初步生物活性测试结果表明,在50 mg/L下,大部分目标化合物对植物病原真菌具有一定的抑制活性,其中化合物8h对黄瓜炭疽病菌Colletotrichum orbiculare的抑制率达77.3%。

In order to discover novel heterocyclic compounds with biological activities, ten novel N- aryl-2-（（5-（（4,6-dimethylpyrimidin-2-yl）thiomethyl）_ 1,3,4-thiadiazole-2-yl）thio）acetamide compounds were synthesized under microwave assisted condition via cyclization, esterification, hydrazination, cyclization and the condensation reactions. The structures of the title compounds were characterized by 1H NMR, nC NMR, IR, ESI-MS and elemental analysis. The preliminary bioassay results indicated that most of them showed inhibition activity against Colletotrichum orbiculare, Botrytis cinerea and Rhizoctonia solani at the concentration of 50 mg/L. The inhibition rate of compound 8h against C. orbiculare reached 77.3%.