1-(3-氯吡啶-2-基)-5-二氟甲基-1H-4-吡唑酰胺类化合物的合成及杀菌活性

Synthesis and fungicidal activity of 1-(3-chloropyridin-2-yl)-5-difluoromethyl-1H-pyrazole-4-carboxamide derivatives

摘要: 以2,3-二氯吡啶(1)为起始原料,经肼基化、环合、水解和酰氯化反应,生成1-(3-氯-2-吡啶)-5-二氟甲基-1H-吡唑-4-甲酰氯(6),(6)与取代基苯胺(7) 反应,制得13个未见文献报道的1-吡啶基吡唑酰胺类目标化合物。利用核磁共振氢谱、质谱(LC-MS)和元素分析对目标化合物的结构进行了表征。初步杀菌活性测定结果表明,在 50 mg/L下,大部分目标化合物对瓜类炭疽病菌Gibberella zeae、瓜类灰霉病菌Botrytis cinerea和水稻纹枯病菌Rhizoctonia solani的抑制活性均不高,仅ZJ-10对瓜类灰霉病菌的抑制率达76.03%。

Abstract: 1-(3-chloropyridin-2-yl)-5-difluoromethyl-1H-pyrazole-4-carbonyl chloride (6) was synthesized using 2,3-dichloropyridine(1) as raw materials by hydrazinolysis,cyclization,hydrolysis,acyl chlorination.Then 13 novel title compounds were synthesized by acylation of (6) with substituted anilines(7).The structures of the compounds were confirmed by LC-MS,1H NMR and elemental analysis.The preliminary biological activity showed that all the compounds exhibit mild inhibiting effect against all the tested strains at the concentration of 50 mg/L.Among them,the inhibitory rate of compound ZJ-10 against Botrytis cinerea was 76.03% at the concentration of 50 mg/L.