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

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

Studies on Synthesis and Fungicidal Activities of Asymmetric Phosphoro(-no)thioates Containing Substituted Pyridine

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.