刘长春. 氨基甲酸-2-氯吡啶-5-甲酯化合物的合成与抑菌活性[J]. 农药学学报, 2015, 17(1): 97-100. DOI: 10.3969/j.issn.1008-7303.2015.01.13
    引用本文: 刘长春. 氨基甲酸-2-氯吡啶-5-甲酯化合物的合成与抑菌活性[J]. 农药学学报, 2015, 17(1): 97-100. DOI: 10.3969/j.issn.1008-7303.2015.01.13
    Liu Changchun. Synthesis and fungicidal activity of (2-chloropyridin-5-yl) methyl carbamates[J]. Chinese Journal of Pesticide Science, 2015, 17(1): 97-100. DOI: 10.3969/j.issn.1008-7303.2015.01.13
    Citation: Liu Changchun. Synthesis and fungicidal activity of (2-chloropyridin-5-yl) methyl carbamates[J]. Chinese Journal of Pesticide Science, 2015, 17(1): 97-100. DOI: 10.3969/j.issn.1008-7303.2015.01.13

    氨基甲酸-2-氯吡啶-5-甲酯化合物的合成与抑菌活性

    Synthesis and fungicidal activity of (2-chloropyridin-5-yl) methyl carbamates

    • 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/TiO2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 NMR和MS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。

       

      Abstract: 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.

       

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