CN1020249C - 噻唑啉类农用杀菌剂 - Google Patents
噻唑啉类农用杀菌剂 Download PDFInfo
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Abstract
具有结构(Ｉ)和(Ⅱ)的噻唑啉化合物可用作农作物(甜菜、棉花、小麦等)的杀菌剂，用它可配成乳油、悬浮液和可湿性粉剂，使用该农药可防治甜菜褐斑病、小麦赤霉病、苹果轮纹病、番茄灰霉病、棉花立枯病，还能对甜菜起增产增糖作用。
Description
本发明属于农用杀菌剂。
目前，对于小麦赤霉病、甜菜褐斑病、苹果轮纹病、番茄灰霉病、棉花立枯病的防治，使用的杀菌剂品种较少，例如小麦赤霉病，一般使用多菌灵和甲基托布津，但这些药品长期使用其药效则下降，而甜菜褐斑病则会使作物减产、减糖。
本发明的目的是寻求一类高效杀菌剂，以防治上述农作物的各种病害。
实验证明，具有下列结构的两大类化合物（Ⅰ）和（Ⅱ）对上述农作物的病害都有很好的防治效果：
其中R可为卤素、烷氧基、烷基、羧甲基、羧基等，其各具体化合物代号见表1及表2。
表1
代号 化合物（Ⅰ）
XAH-1 （R＝邻甲氧基）
XAH-2 （R＝对甲基）
XAH-3 （R＝对溴）
XAH-4 （R＝对氯）
XAH-5 （R＝羰甲基）
XAH-6 （R＝羧基）
表2
代号 化合物（Ⅱ）
XAH-7 （R＝邻甲氧基）
XAH-8 （R＝对甲基）
XAH-9 （R＝对溴）
XAH-10 （R＝对氯）
XAH-11 （R＝羰甲基）
XAH-12 （R＝羧基）
上述化合物的制备方法是以乙醇胺为原料，与硫酸反应生成硫酸氨基乙酸内盐，然后将内盐与二硫化碳反应生成2-噻唑啉硫酮，再制备成第Ⅰ类化合物经离子交换树脂交换，制成第Ⅱ类化合物。
本发明还提供这类化合物的制剂，例如可配成乳剂、悬浮剂、可湿性粉剂等。所用溶剂有甲苯、二甲苯、丙二醇、乙二醇、乙醇和二甲基甲酰胺。用水、溶剂、润湿剂、表面活性剂和本药剂可制成悬浮剂;以石灰石、砂土、粘土、硅藻土、木质素磺酸盐、固体肥料等配制为可湿性粉剂;以溶剂和适当的乳化剂配成乳油。制备粉剂的载体可以是天然的物质，也可以是合成的物质。所采用的表面活性剂可以是阴离子表面活性剂，非离子表面活性剂和阳离子表面活性剂，例如脂肪族醇硫酸盐、十二烷基磺酸钠、脂肪酸酯、木质素磺酸盐等，也可以与其他的杀虫、杀菌剂混配使用。
通过药效测定和大田试验，证明本杀菌剂对小麦赤霉病、甜菜褐斑病均有很好的杀菌防病作用。另外，对苹果轮纹病、蕃茄灰霉病、棉花立枯病也有较好的防效作用;本药剂对甜菜有增产和增糖的作用。例如使用XAH-8杀菌剂，每亩只需用12克纯药，使用250ppm
的浓度，即可防治甜菜褐斑病，防效达65.0%，增产17.5%，增糖1.1度，而XAH-1号药剂，在室内以平板含量介质法测定，测定25ppm对小麦赤霉病菌有100%的抑制，而对照药BAYTAN 25ppm抑菌率为70.1%。
实例1
α-（邻甲氧基苯胺）基-2-噻唑啉碘氢化物（XAH-1）的制备
将2-甲硫基-2-噻唑啉碘氢化物52.0克（0.2mol）与对甲氧基苯胺24.6克（0.2mol）及甲醇200ml的四口瓶中，搅拌回流1小时，反应完毕后减压蒸去甲醇，残留物重结晶，得白色晶体60克，m.p.188℃-190℃，收率89.3%。
C H N
元素分析值% 35.94 3.99 8.19
理论值% 35.71 3.81 8.33
实例2
α-（邻甲氧基苯胺）-噻唑啉（XAH-7）的制备
将上述制得的XAH-160克，用200ml无水乙醇溶解，通过250ml的P-6905号离子交换树脂（强碱性苯乙烯系阳离子交换树脂）的交换柱，将流出液集中浓缩，得黄色晶体30.5克，收率73.3%，m.p.120-121℃
C H N
元素分析值% 57.95 5.80 13.35
理论值% 57.69 5.77 13.46
实例3
将XAH-9号化合物（合成方法同XAH-7）40克，加木质素磺酸钠4克，十二烷基磺酸钠0.5克，及聚乙烯醇0.5克，水55克和乙烯甘醇
0.1克、硅油0.1克共磨，粒度控制在2-5μ，则制成悬浮剂。
实例4
将XAH-8号化合物30克，加膨润土62克、羧甲基纤维素2.0克、木质素磺酸钠6克，则可配制成可湿性粉剂。
实例5
将XAH-12号化合物40克，加二甲苯40克，及乳化剂（失水山梨酸酯）15克、乳化剂（脂肪环氧乙烷缩合物）15克，配成一种乳油。
Claims (1)
1、使用下列两大类噻唑啉化合物(Ⅰ)和(Ⅱ)
其中R可以代表邻甲氧基，对甲基，对溴、对氯、羰甲基或羧基中任一个化合物耒配制农用杀菌剂的方法，其特征是，配悬浮剂时，各组份的重量比为化合物：木质素磺酸钠∶十二烷基磺酸钠∶聚乙烯醇∶水∶硅油∶乙烯甘醇=40∶4∶0.5∶0.5∶55∶0.1∶0.1，在配制乳油时，各组份的重量比为化合物∶二甲基苯∶失水山梨酸油酸酯∶脂肪醇环氧乙烷缩合物=40∶40∶15∶15，在配制可湿性粉剂时，各组份的重量比为化合物∶膨润土∶羧甲基纤维素∶木质素磺酸钠=30∶62∶2∶6。
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 88107909 CN1020249C (zh) | 1988-11-16 | 1988-11-16 | 噻唑啉类农用杀菌剂 |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 88107909 CN1020249C (zh) | 1988-11-16 | 1988-11-16 | 噻唑啉类农用杀菌剂 |
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| Publication Number | Publication Date |
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| CN1042706A CN1042706A (zh) | 1990-06-06 |
| CN1020249C true CN1020249C (zh) | 1993-04-14 |
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| CN 88107909 Expired - Fee Related CN1020249C (zh) | 1988-11-16 | 1988-11-16 | 噻唑啉类农用杀菌剂 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2792503A1 (en) * | 2010-03-10 | 2011-09-15 | Galleon Pharmaceuticals, Inc. | Analgesic compounds, compositions, and uses thereof |
| CN101914096A (zh) * | 2010-08-11 | 2010-12-15 | 中国农业大学 | 2-取代芳杂环基-1,3-噻唑啉衍生物及其制备方法和应用 |
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