不对称S-烷基(烯丙基)O-取代苯基二硫代磷酸酯的合成及其杀菌活性研究

从二硫代磷酸二酯钠盐出发 ,经烷基化得二硫代磷酸三酯 ,用二甲胺为去烷基化试剂 ,得二硫代磷酸铵盐 ,再用五氯化磷或三氯氧磷氯化 ,并进一步与取代苯酚反应得到目标化合物 O-烷基 S-烷基 (烯丙基 ) O-取代苯基二硫代磷酸酯 ,共 2 8个新化合物。它们分别与 8种植物病菌的离体实验表明 ,这些化合物对其中 7种病菌只有很低的抑菌活性 ,而对稻瘟病菌却有明显的活性。

STUDIES ON SYNTHESIS AND FUNGICIDAL ACTIVITY OF ASYMMETRIC SALKYL(ALLYL) OSUBSTITUTED PHENYL PHOSPHORODITHIONATES

As starting material, Na salt of -O,O--dialkyl dithiophosphoric acid reacts with alkyl halide to give -O,O--dialkyl -S--alkyl(allyl) dithiophosphate, which is dealkylated with dimethylamine forming -O--alkyl -S--alkyl(allyl) ammonium dithiophosphate, then it is treated with phosphorus pentachloride or phosphorus oxychloride. The chlorination product, dithiophosphorochloridate, further reacts with a substituted phenol in the presence of a base to give -O--alkyl -S--alkyl(allyl) -O--substituted phenyl dithiophosphate. By the above method, twenty-eight new title compounds were prepared. The bioassay results against plant disease fungus including, -B. cinerea, R. solani, Hypochuns sasakii- Shirai,- A. solani, P. zeae, P. piricola, C. arachidicada and P. oryzae- show that the title compounds towards the -P. oryzae- fungi possess a satisfactory or excellent fungicidal activity at 0.005% concentration -in vitro-, but they have non- or only lower fungicidal activity towards other seven plant disease fungus.