N-(4,6-二取代嘧啶-2-基)-N′-(1-甲基-3-乙基-4-氯吡唑-5-基)甲酰基(硫)脲的合成及生物活性

Synthesis and Biological Activity of N-(4,6-Disubstituted pyrimidin-2-yl)-N′-(1-methyl-3-ethyl-4-chloropyrazol-5-yl)formyl(thio)urea

利用活性结构拼接原理,将高效杀螨剂吡螨胺分子的吡唑环部分引入酰基(硫)脲化合物中,以1-甲基-3-乙基-4-氯-5-甲酸基吡唑和2-氨基-4,6-二取代嘧啶为起始原料,通过多步反应合成了5种N-(4,6-二取代嘧啶-2-基)-N′-(1-甲基-3-乙基-4-氯吡唑-5-基)甲酰基脲和5个N-(4,6-二取代嘧啶-2-基)-N′-(1-甲基-3-乙基-4-氯吡唑-5-基)甲酰基硫脲化合物,其化合物结构经IR、1HNMR及元素分析测试技术确证。初步生物活性试验表明,在50mg/L质量浓度下目标化合物的杀螨活性不太理想,但有些化合物具有较好的除草活性,其中化合物Ⅰb、Ⅰc和Ⅰe对稗草主根的生长抑制率大于60%。

Five new N- （4,6-disubstituted pyrimidin-2-yl ） -N＇- （ 1 -methyl-3-ethyl-4-chloropyrazol-5-yl ） formylurea compounds and five new N-（4,6-disubstituted pyrimidin-2-yl ） -N＇- （ 1-methyl-3-ethyl-4-ehloropyrazol-5- yl ） formyhhiourea compounds were synthesized with 1-methyl-3- ethyl-4-chloropyrazol-5-yl formic acid and 2-a- mino-4,6-disubstituted pyrimidine as raw materials. The structures of the title compounds were characterized by IR,^1 H NMR and elemental analysis. The preliminary bioassay tests show that they have not satisfying acaricidal activity, but some of them have herbicidal activity to some extent. For example, the inhibition rate of compounds Ib, Ic and Ie against Barnyard grass at a dosage of 50 mg/L are 61% , 61% and 67% , respectively.