摘要
以3-甲基-4-氨基-5-乙氧羰基甲硫基-1,2,4-三唑为原料,与取代芳醛合成9种3-甲基-4-(X-取代基苯亚甲基氨基)-5-乙氧羰基甲硫基-1,2,4-三唑席夫碱化合物a^i。产物结构经1H NMR、IR和MS等技术手段确证。其中化合物3-甲基-4-(4-羟基苯亚甲基氨基)-5-乙氧羰基甲硫基-1,2,4-三唑h进一步经X射线单晶衍射得到其晶体结构(CCDC:910927):C14H16N4O3S,Mr=320.37,Orthorhombic,P2(1)2(1)2(1)/n,a=0.9220(10)nm,b=1.5823(17)nm,c=2.1667(2)nm,V=3.161(6)nm3,Z=8,F(000)=1344。化合物对4种植物病原菌的初步生物活性测试结果(EC95值)表明,化合物d、e、f对供试菌种西瓜枯萎病和小麦赤霉病的抑菌活性优于对照原药三唑酮。
Nine Shiff bases 3-methyl-4-（X-substituted-benzylideneamino）-5-ethoxycarbonyl methylsulfanyl-1,2,4-triazole a ～ i were synthesized from 3-methyl-4-amino-5-ethoxycarbonylmethyl sulfanyl-1,2,4-triazole and substituted aromatic aldehydes.The structures of synthetic compounds were confirmed by ^1H NMR,IR,MS analyses.The crystal structure of 3-methyl-4-（4-hydroxybenzylideneamino）-5-ethoxycarbonylmethylsulfanyl1,2,4-triazole h（CCDC：910927） was determined by X-ray diffraction as：C14H16N4O3S,Mr =320.37,Orthorhombic,P2（1）2（1）2（1）/n,a=0.9220（10） nm,b =1.5823（17） nm,c=2.1667（2） nm,V=3.161 （6） nm^3,Z =8,F（000） =1344.The antifungal activities of the new Schiff bases against four vegetable pathogens have been tested.The ECg5 values of compounds d,e and f against Gibberlla saubinetii and Fusarium oxysporium f s.p.niveum indicate that their antifungal activities are better than that of triadimefon.
出处
《应用化学》
CAS
CSCD
北大核心
2014年第7期788-792,共5页
Chinese Journal of Applied Chemistry
基金
国家自然科学基金资助项目(21073141)
陕西省教育厅自然科学专项基金资助项目(2013JK0666)~~
关键词
席夫碱
甲基氨基乙氧羰基甲硫基三唑
合成
杀菌活性
Schiff base
methyl-amino-ethoxycarbonylmethylsulfanyl-triazole
synthesis
antifungal activity
