杀菌剂嘧菌环胺的合成

Synthesis of bactericide Cyprodinil

以环丙甲酮、乙酸乙酯、苯基胍碳酸盐为原料,经缩合、环合两步反应得到杀菌剂嘧菌环胺.考察了各步反应的溶剂选择、反应温度、反应时间、原料配比等因素对反应收率的影响.结果表明:缩合反应的较佳条件为:异丙醚作溶剂,n(环丙甲酮)∶n(金属钠)∶n(乙酸乙酯)=1∶1.3∶1.5,反应温度65℃,反应时间3h;环合反应的较佳条件为:甲苯作溶剂,n(1-环丙基-1,3丁二酮)∶n(苯基胍碳酸盐)=1∶0.7,反应温度110℃,反应时间3h.反应总收率达到76.3%,含量94.5%.产品及其中间体结构经1 H NMR和IR确证.

Using cyclopropyl methyl ketone,ethyl acetate and phenylguanidine carbonate salt as raw materials,the bactericide Cyprodinil was prepared through the successive reactions of condensation and cyclization.The influences of solvent,temperature,time and molar ratio of materials were investigated.The optimum synthetic conditions were as follows： The condensation reaction solvent was isopropyl ether,n（cyclopropyl methyl ketone）∶n（sodium）∶n（ethyl acetate）=1∶1.3∶1.5,reaction temperature was 65 ℃,reaction time was 3 h.The cyclization reaction solvent reaction was methylbenzene,n（1-cyclopropyl-1,3-butanedione）∶n（phenylguanidine carbonate salt）=1∶0.7,reaction temperature was 110 ℃,reaction time was 3 h.The overall yield of Cyprodinil was 72.4% with the purity of 96.1%.The structures of the product and the intermediate were characterized by 1H NMR and IR.