含三氮唑环和噻吩环希夫碱的合成及其杀菌活性
Synthesis and Fungicidal Activity of Schiff Base of Triazole and Thiophene
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摘要: 为了设计合成具有更高生物活性的化合物,以3-芳基-4-氨基-5-巯基-1,2,4-三唑与α-噻吩甲醛反应,通过微波法和传统方法设计合成了10个含1,2,4-三唑和噻吩环的希夫碱类化合物,其结构经IR、1H NMR、MS和元素分析确证。对两种方法的优缺点进行了比较。同时对6种病原菌进行了生物活性测试,结果发现,在50 mg/L下,化合物 IIe、IIf 对6种病菌的抑制率大于62%。所有目标化合物对苹果轮纹病菌Dochiorella gregaria和水稻纹枯病菌Rhizatonia solani的抑制率均大于85%。Abstract: In order to synthesis some compounds with better fungicidal activity, the reaction of 3-aryl-4-amino-5-mercapto-1,2,4-S-triazoles with α-thiophaldehyde in the presence of absolute actonitrile were investigated and ten Schiff bases of triazole and thiophene were obtained by microwave method and traditional method in comparison. Their structures were comfirmed by elemental analysis,IR, 1H NMR and MS. The results to six kinds of pathogenic species of the biological test showed that the compounds IIe and IIf had good inhibitory activities (inhibition rate≥62%) and all of the compounds showed good inhibitory activities (inhibition rate≥85%) to Dothiorella gregaria and Rhizoctonia solani at 50 mg/L.
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Key words:
- Schiff base /
- triazole /
- thiophene /
- fungicidal activity
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Chaaban I, Oji O O. Synthesis and preliminary antibacterial activity of 3-(2-arylamino-1,3,4-thiodiazol-5-yl)-4-hydroxy-4'-substituted[J].J Indian Chem Soc,1984,61(6):523-525. Omar A,Mohsen M E, Aboulwafa O M. Synthesis and anticonvulsant properties of a novel series of 2-(substituted amino)-5-aryl-1,3,4-oxadiazole derivatives[J].J Heterocycl Chem,1984,21(5):1415-1418. Clemence F, Joliveau C, Fournex R. 4H-1,2,4-Triazole derivatives and their use as medicines .Fr.Demande FR Patent:2 539 127.1984-07-13. LU Yong(陆咏), YUAN Shao-bo(袁少波). 噻吩及其衍生物[J]. Fine and Special Chem(精细与专用化学品),2002,22:5-8. LIU Xiao-lan(刘晓岚), LIU Yong-hong(刘永红),石尧成(SHI Yao-cheng),et al. 希夫碱在有机合成中的应用研究[J]. Chin J Org Chem(有机化学),2002,22(7):482-488. ZHANG Zi-yi(张自义), LI Ming(李明), ZHAO Lan(赵岚). 3-烷基/芳基-6-(3'-吡啶基)均三唑并 -1,3,4-噻二唑类化合物的合成[J]. Chin J Org Chem(有机化学),1993,13:397-402. Gedye R, Smith F, Westaway K, et al. The use of microwave ovens for rapid organic synthesis[J]. Tetrahedron Lett,1986, 27(3):279-282. WANG Yan-gang(汪焱钢), CAO Lei(曹蕾), YANG Jun(杨军), et al. 具有植物激素活性的Schiff碱化合物的研究(Ⅲ)——噻二唑类Schiff碱的合成及其生物活性[J].Chem J Chin Univ(高等学校化学学报),1999,20(12):1903-1905. (Ed.JIN S H) -
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