嘧啶联吡唑甲酰胺类化合物的合成及除草活性

设计合成了一系列结构新颖的嘧啶联吡唑甲酰胺类化合物5a~5o,其结构均经过1H NM R和MS分析确证。初步生物活性测试结果表明:在有效成分150 g/hm2剂量下苗后茎叶喷雾处理时,化合物(R)-N-1-(4-氯苯基)乙基]-3-二氟甲基-1-(4,6-二甲氧基嘧啶-2-基)-1H-吡唑-4-甲酰胺(5c)、N-1-(4-氯苯基)乙基]-1-(4,6-二甲氧基嘧啶-2-基)-N-甲基-3-三氟甲基-1H-吡唑-4-甲酰胺(5i)和N-1-(4-氯苯基)乙基]-1-(4,6-二甲氧基嘧啶-2-基)-3-三氟甲基-1H-吡唑-4-甲酰胺(5k)对繁缕Stellaria media的抑制率高达90%以上;而同样剂量下苗前土壤喷雾处理时,化合物N-1-(4-氯苯基)乙基]-3-二氟甲基-1-(4,6-二甲氧基嘧啶-2-基)-1H-吡唑-4-甲酰胺(5b)和5c对繁缕的抑制率达100%。该类结构化合物有望作为除草先导化合物进行开发。

Synthesis and herbicidal activity of novel pyrimidine substituted pyrazolecarboxamides

A number of novel pyrimidine substituted pyrazolecarboxamides 5a-5o were synthesized, and their structures were confirmed by ¹H NMR and MS analysis. The preliminary herbicidal activity indicated that Stellaria media growth inhibition rate was over 90% for the compounds(R)-N-1-(4-chlorophenyl)ethyl]-3-(difluoromethyl)-1-(4,6-dimethoxypyrimidin-2-yl)-1H-pyrazole-4-carboxamide(5c), N-(1-(4-chlorophenyl)ethyl)-1-(4,6-dimethoxypyrimidin-2-yl)-N-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxamide(5i) and N-(1-(4-chlorophenyl)ethyl)-1-(4,6-dimethoxypyrimidin-2-yl)-3-(trifluoromethyl)-1H-pyrazole-4-carboxamide(5k) by postemergence foliar spray processing at 150 g/hm²; and the compounds N-1-(4-chlorophenyl)ethyl]-3-(difluoromethyl)-1-(4,6-dimethoxy-pyrimidin-2-yl)-1H-pyrazole-4-carboxamide(5b) and 5c showed inhibition rate of 100% against S.media by preemergence soil spray processing at the same dose. Compounds of this structure can be potentially used as lead compounds for herbicide.