摘要
以芳香硝基化合物、2-氯-5-吡啶甲醇和一氧化碳为原料,在Pd-Fe/Ti O2催化下进行羰基化反应,合成了11个新型氨基甲酸-2-氯吡啶-5-甲酯化合物,其结构经1H NM R和M S表征。初步抑菌活性测定结果表明:在50 mg/L下,大多数目标化合物对4种供试病原菌具有一定的抑制活性,其中化合物3f(4-甲氧基苯基氨基甲酸-2-氯吡啶-5-甲酯、3h(2,4-二氯苯基氨基甲酸-2-氯吡啶-5-甲酯)和3j(3,4-二氯苯基氨基甲酸-2-氯吡啶-5-甲酯)对小麦赤霉病菌Gibberella zeae的抑制率达77.3%以上,3f对苹果轮纹病菌Physalospora piricola的抑制率达82.5%,与对照药多菌灵接近;所有化合物在50 mg/L下对番茄灰霉病菌Botrytis cinerea的抑制活性均优于对照药多菌灵。
Eleven novel (2-chloropyridin-5-yl)methyl carbamates were synthesized by Pd-Fe/TiO2 catalyzed carbonylation of aromatic nitro-compounds and (2-chloropyridin-5-yl)methanol with carbon monoxide. Their structures were confirmed by ^1H NMR and MS. Preliminary fungicidal activity tests indicated that some of the target compounds exhibited certain degree of inhibiting effect against four tested strains at the concentration of 50 mg/L. The inhibition rate against Gibberella zeae was over 77.3% for compound 3f [ ( 2-chloropyridin-5-yl ) methyl ( 4-methoxyphenyl ) carbamate ], 3h [ 2- chloropyridin-5 -yl ) methyl ( 2,4 -dichlorophenyl ) carbamate ~ and 3j [ ( 2-chloropyridin-5 -yl ) methyl ( 3, 4-dichlorophenyl) carbamate]. Compound 3f showed 82.5% of inhibition rate against Physalospora piricola, that was almost equal to carbendazim. All compounds showed better fungicidal activities against Botrytis cinerea than carbendazim.
出处
《农药学学报》
CAS
CSCD
北大核心
2015年第1期97-100,共4页
Chinese Journal of Pesticide Science
作者简介
刘长春,男,硕士,教授,主要从事有机合成研究,E-mail:ccl67@126.com