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含取代吡啶基的不对称硫代磷(膦)酸酯的合成及杀菌活性研究
引用本文:李小梅,蔡觉晓,刘建兵,刘天麟,唐除痴.含取代吡啶基的不对称硫代磷(膦)酸酯的合成及杀菌活性研究[J].农药学学报,2001,3(4):22-30.
作者姓名:李小梅  蔡觉晓  刘建兵  刘天麟  唐除痴
作者单位:1.南开大学元素有机化学重点实验室, 元素有机化学研究所, 天津 300071
摘    要:从二硫代磷酸二乙酯钠盐或O,O-二乙基硫代磷酰氯出发 ,经酯化、去烷基化反应得到相应的硫代或二硫代铵盐 ,分别与 2 -氯 - 5 -氯甲基吡啶反应得产物 2 a~ 2 c。从 O-乙基硫代磷酰二氯或苯基硫代膦酰二氯出发 ,先与取代苯酚或甲胺反应 ,然后与 2 -氯 - 5 -羟甲基吡啶反应得到产物 2 d~ 2 k和 2 m~ 2 u。O-乙基 - S-丙基二硫代磷酰氯、O-乙基硫代磷酰二氯和苯基硫代膦酰二氯与 2 -氯 - 5 -羟甲基吡啶反应分别得产物 2 l、2 v和 2 w。所合成的 2 3个新化合物对9种植物病菌的离体及活体杀菌活性测试表明 ,其中一些化合物对水稻稻瘟病和水稻纹枯病有一定活性 ,个别化合物活性很好 ,但对其它病菌的活性均较低

关 键 词:取代吡啶    硫(酮)代磷(膦)酸酯    二硫(醇)代磷酸酯    杀菌活性

Studies on Synthesis and Fungicidal Activities of Asymmetric Phosphoro(-no)thioates Containing Substituted Pyridine
Li Xiao-mei,Cai Jue-xiao,Liu Jian-bing,Liu Tian-lin and Tang Chu-chi.Studies on Synthesis and Fungicidal Activities of Asymmetric Phosphoro(-no)thioates Containing Substituted Pyridine[J].Chinese Journal of Pesticide Science,2001,3(4):22-30.
Authors:Li Xiao-mei  Cai Jue-xiao  Liu Jian-bing  Liu Tian-lin and Tang Chu-chi
Institution:1.State Key Laboratory of Elemento Organic Chemistry, Institute of Elmento Organic Chemistry, Nankai University, Tianjin 300071
Abstract:As starting materials, Na salt of O,O-diethyldithiophosphoric acid and O,O-diethyl thiophosphorochloridate via esterification and dealkylation give O ethyl ammoniumdithio-or thiophosphates, which are treated with 2-chloro-5-chloromethylpyridine to give 2a~2c . O-ethylthiophosphorodichloridate and phenylthiophosphorodichloride react with a substituted phenol or methylamine and then with 2-chloro-5-hydroxymethylpyridine forming 2d~2k and 2m~2u . O-ethyl S propyldithiophosphorochloridate, O-ethylthiophosphorodichloridate and phenylthiophosphonodichloride react with 2-chloro-5-hydroxymethylpyri dine to afford 2l, 2v and 2w, respectively. In this way, twenty-three new title compounds 2 were prepared. The bioassay results showed that some of the title compounds possess a satisfactory or excellent fungicidal activity towards the R. solani(Palo) and P. oryzae fungus at mass fraction 5.0×10-5 ( in vitro ) or 5.0×10-4 ( in vitro ), but they have non or only lower fungicidal activity towards other seven plant fungi.
Keywords:Substituted pyridine  Phosphoro(  no)thionate  Phosphorodithiolate  Fungicidal activity
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