引用本文:
孙勇, 丁明武, 刘钊杰. 2-(4-甲硫基苯氧基)-4H-咪唑啉-4-酮衍生物的合成及生物活性[J]. 应用化学,
2003, 20(6): 532-536.
Citation: SUN Yong, DING Ming-Wu, LIU Zhao-Jie. Synthesis and Biological Activities of 2-(4-Methylthiophenoxy)-4H-Imidazolin-4-ones[J]. Chinese Journal of Applied Chemistry, 2003, 20(6): 532-536.
Citation: SUN Yong, DING Ming-Wu, LIU Zhao-Jie. Synthesis and Biological Activities of 2-(4-Methylthiophenoxy)-4H-Imidazolin-4-ones[J]. Chinese Journal of Applied Chemistry, 2003, 20(6): 532-536.
2-(4-甲硫基苯氧基)-4H-咪唑啉-4-酮衍生物的合成及生物活性
摘要:
用烯基膦亚胺(1)与芳基异氰酸酯、对甲硫苯酚的串联aza-Wittig反应合成了2-(4-甲硫基苯氧基)-4H-咪唑啉-4-酮衍生物(3)。用元素分析、IR、MS和1H NMR进行了结构表征,并探讨了成环反应的条件以及所合成的新型杂环化合物的生物活性。结果表明,部分化合物表现出良好的抑菌活性,其中以2-(4-甲硫基苯氧基)-3-(4-氯苯基)-5-(2,4-二氯苯基亚甲基)-4H-咪唑啉-4-酮(3d)及2-(4-甲硫基苯氧基)-3-(4-氯苯基)-5-(3-溴苯基亚甲基)-4H-咪唑啉-4-酮(3e)活性最好,在质量分数为5×10-5时,对稻瘟菌、水稻纹枯菌、芦笋褐斑菌及苹果轮纹菌的抑制率均达100%。
English
Synthesis and Biological Activities of 2-(4-Methylthiophenoxy)-4H-Imidazolin-4-ones
Abstract:
Fourteen 2-(4-methylthiophenoxy)-4H-imidazolin-4-ones 3 were synthesized via tandem aza-Wittig reaction of viny liminophosphorane 1,aromatic isocynates and 4-methy lthiophenol.The structures of the compounds were characterized by elemental analysis,IR,MS and 1H NMR spectroscopy.The new compounds synthesized exhibited considerably good fungicidal activities,among them the compounds 2-(4-methylthiophenoxy)-3-(4-chlorophenyl)-5-(4-dichlorophenylmethylidene)-4H-imidazolin-4-one (3d) and 2-(4-methylthiophenoxy)-3-(4-chlorophenyl)-5-(3-bromophenylmethylidene)-4H-imidazolin-4-one (3e) exhibited 100% inhibition action against Pyricularia oryzae,Pellicularia sasakii,Cercospora asparagagas and Physalospora piricola in dosage of 5×10-5 (mass fraction).
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Key words:
- imidazolinone
- / synthesis
- / biological activity
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