3-(2-氯-6-氟苯基)-1-甲基-5-(4-溴-3-甲基-噻吩-2-基)-1H-1,2,4-三唑 | 264257-62-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 3-(2-氯-6-氟苯基)-1-甲基-5-(4-溴-3-甲基-噻吩-2-基)-1H-1,2,4-三唑
• 英文名称: 3-(2-chloro-6-fluorophenyl)-1-methyl-5-(4-bromo-3-methyl-thien-2-yl)-1H-1,2,4-triazole
• 英文别名: 5-(4-bromo-3-methylthiophen-2-yl)-3-(2-chloro-6-fluorophenyl)-1-methyl-1H-[1,2,4]triazole；3-(2-Chloro-6-fluorophenyl)-1-methyl-5-(3-methyl-4-bromo-thien-2-yl)-1H-1,2,4-triazole；3-(2-Chloro-6-fluorophenyl)-1-methyl-5-(3-methyl-4-bromo-2-thienyl)-1H-1,2,4-triazole；3-(2-chloro-6-fluorophenyl)-1-methyl-5-(4-bromo-3-methyl-2-thienyl)-1H-1,2,4-triazole；5-(4-bromo-3-methylthiophen-2-yl)-3-(2-chloro-6-fluorophenyl)-1-methyl-1,2,4-triazole
• CAS: 264257-62-7
• 化学式: C₁₄H₁₀BrClFN₃S
• 分子量: 386.675
• InChiKey: MGJTZTLZUQHCDX-UHFFFAOYSA-N

物化性质

• 熔点：
  121-123 °C(Solv: isopropanol (67-63-0))
• 沸点：
  517.7±60.0 °C(Predicted)
• 密度：
  1.67±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  59
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(2-氯-6-氟苯基)-1-甲基-5-(4-溴-3-甲基-噻吩-2-基)-1H-1,2,4-三唑 、 4-三氟甲氧基苯硼酸 在 bis-triphenylphosphine-palladium(II) chloride sodium carbonate 、 三(邻甲基苯基)磷 作用下， 以 水 、 乙腈 为溶剂， 反应 20.0h， 以69%的产率得到3-(2-chloro-6-fluorophenyl)-1-methyl-5-[3-methyl-4-(4-trifluoromethoxyphenyl)thiophen-2-yl]-1H-[1,2,4]triazole
  参考文献：
  名称：

  Structure−Activity Relationship Development of Dihaloaryl Triazole Compounds as Insecticides and Acaricides. 1. Phenyl Thiophen-2-yl Triazoles

  摘要：

  An extended lipophilic system that incorporated some key elements of first-gene ration 2,6-dihaloaryl actives, such as 1, demonstrated desirable efficacy against chewing insects as well as sap-feeding insects. These four-ring systems, based on 2, were accessed primarily via Suzuki couplings of halothiophene derivatives with appropriately substituted boronic acids. In particular, phenylthiophene systems that incorporated haloxyether groups, such as those in 3, 4, and 5, had the broadest spectrum of activity across chewing and sap-feeding insect pests. Expansion of this structu re- activity relationship to include compounds with differing substitution patterns on the thiophene-C-ring and aryl-D-rings was undertaken. The synthesis and insecticidal activity of 3-aryl-5-(thiophen-2-yl)-l -methyl1 H-[1,2,4]triazoles will be described.

  DOI：

  10.1021/jf071498s
• 作为产物：
  描述：

  3-(2-Chloro-6-fluorophenyl)-1-methyl-5-(3-methyl-thien-2-yl)-1H-1,2,4-triazole 在 溴 、 sodium acetate 、 溶剂黄146 、 锌 作用下， 以 水 为溶剂， 反应 1.67h， 以2236 g的产率得到3-(2-氯-6-氟苯基)-1-甲基-5-(4-溴-3-甲基-噻吩-2-基)-1H-1,2,4-三唑
  参考文献：
  名称：

  Development of Manufacturing Processes for a New Family of 2,6-Dihaloaryl 1,2,4-Triazole Insecticides

  摘要：

  Details are presented on the process development work for the new 2,6-dihaloaryl-1,2,4-triazole insecticide 1, and the development of a one-pot process toward a potential commercial manufacturing process.

  DOI：

  10.1021/op9001577

文献信息

• 3-(substituted phenyl)-5-thienyl-1,2,4-triazole compounds with activity against whitefly
  申请人：Dow AgroSciences LLC

  公开号：US06265424B1

  公开（公告）日：2001-07-24

  3-(Substituted phenyl)-5-(thienyl)-1,2,4-triazole compounds are useful as insecticides and acaricides.

  3-(取代苯基)-5-(噻吩基)-1,2,4-三唑类化合物可用作杀虫剂和杀螨剂。
• Process for preparing 3-(substituted phenyl)-5-thienyl or furyl)-1,2,4-triazoles and novel intermediates utilized therein
  申请人：Dow AgroSciences LLC

  公开号：US06329528B1

  公开（公告）日：2001-12-11

  New synthetic procedures for preparing insecticidal 3-(substituted phenyl)-5-(thienyl or furyl)-1,2,4-triazoles utilizing thioimidate intermediate.

  利用硫代亚胺中间体制备杀虫剂性3-(取代苯基)-5-(噻吩或呋喃基)-1,2,4-三唑的新合成方法。
• Submicron chlorothalonil
  申请人：Phibro-Tech, Inc.

  公开号：EP1649749A1

  公开（公告）日：2006-04-26

  A method of milling chlorothalonil to form a sub-micron product having a narrow particle size distribution is presented. The milling involves wet milling of the chlorothalonil with high density milling media having a diameter between 0.1 mm and 0.8 mm, preferably between 0.2 mm and 0.7 mm, and a density equal to or greater than 3.8 g/cc, preferably greater than 5.5 g/cc, in a ball mill using between about 40% and 80% loading of the mill volume with milling media, and having the chlorothalonil suspended in an aqueous milling liquid which comprises one or more surface active agents. The milling speed is preferably high, for example from about 1000 rpm to about 4000 rpm. The milled product can be used in foliar applications at a lower effective dosage than prior art formulations, can be used in improved antifouling paint formulations, and can be used in new applications such as the direct injection of solid chlorothalonil particulates in wood to act as a long lasting wood preservative.

  本文介绍了一种研磨百菌清以形成粒度分布窄的亚微米产品的方法。这种研磨方法是在球磨机中用高密度研磨介质对百菌清进行湿法研磨，研磨介质的直径在 0.1 毫米至 0.8 毫米之间，最好在 0.2 毫米至 0.7 毫米之间，密度等于或大于 3.8 克/立方厘米，最好大于 5.5 克/立方厘米，研磨介质的用量占研磨机容积的 40%至 80%，百菌清悬浮在含水研磨液中，研磨液中含有一种或多种表面活性剂。研磨速度最好较高，例如从大约 1000 转/分钟到大约 4000 转/分钟。研磨后的产品可用于叶面喷洒，有效剂量低于现有技术配方，可用于改良的防污漆配方，也可用于新的应用领域，如将固态百菌清颗粒直接注入木材中，作为长效木材防腐剂。
• Aqueous dispersions of agricultural chemicals
  申请人：——

  公开号：US20010051175A1

  公开（公告）日：2001-12-13

  The bioavailability of a pesticide can be increased by formulating the pesticide as a stable aqueous dispersion of particles in the micron or submicron range. Such a formulation has the further advantage of substantially reducing or eliminating the need for organic solvents. Moreover, the stable aqueous dispersion provides a means of preparing a one part formulation of a plurality of pesticides which would be otherwise unstable in each other's presence.

  将杀虫剂配制成微米或亚微米级颗粒的稳定水分散液，可提高杀虫剂的生物利用率。这种制剂的另一个优点是大大减少或消除了对有机溶剂的需求。此外，稳定的水分散体还提供了一种方法，可以将多种杀虫剂配制成单组分制剂，否则这些杀虫剂在彼此存在的情况下是不稳定的。
• Composition, method of making, and treatment of wood with an injectable wood preservative slurry having biocidal particles
  申请人：Hodge L. Robert

  公开号：US20050255251A1

  公开（公告）日：2005-11-17

  A method of preserving wood includes injecting into the wood an effective amount of a aqueous wood-injectable biocidal slurry, said a wood-injectable biocidal slurry containing dispersants and sub-micron biocidal particles selected from at least one of the following classes: 1) a plurality of particles containing at least 25% by weight of a solid phase of sparingly soluble salts selected from copper salts, nickel salts, tin salts, and/or zinc salts; 2) a plurality of particles containing at least 25% by weight of a solid phase of sparingly soluble metal hydroxides selected from copper hydroxide, nickel hydroxide, tin hydroxide, and/or zinc hydroxide; 3) a plurality of particles containing at least 25% by weight of a solid phase comprising a substantially-insoluble organic biocide selected from triazoles, chlorothalonil, iodo-propynyl butyl carbamate, copper-8-quinolate, fipronil, imidacloprid, bifenthrin, carbaryl, strobulurins, and indoxacarb; 4) a plurality of particles containing on the outer surface thereof a substantially-insoluble organic biocide; 5) a plurality of particles containing a solid phase of a biocidal, partially or fully glassified composition comprising at least one of Zn, B, Cu, and P. The particles may advantageously contain metallic copper, a leachability barrier, pigments, dyes, or other adjuvants disposed on the outer surface thereof.

  一种木材防腐方法包括向木材中注入有效量的水性木材可注射杀菌剂浆液，所述木材可注射杀菌剂浆液含有分散剂和选自以下类别中至少一类的亚微米杀菌剂颗粒：1）含有至少 25%（按重量计）选自铜盐、镍盐、锡盐和/或锌盐的难溶盐固相的多个颗粒； 2）含有至少 25%（按重量计）选自氢氧化铜、氢氧化镍、氢氧化锡和/或氢氧化锌的难溶金属氢氧化物固相的多个颗粒；3) 含有至少 25%（按重量计）固相的多个颗粒，固相包含基本不溶解的有机杀生 剂，选自三唑类、百菌清、碘丙炔基丁基氨基甲酸酯、8-喹啉酸铜、氟虫腈、 吡虫啉、联苯菊酯、甲萘威、石硫合剂和茚虫威；4) 多个颗粒，其外表面含有基本不溶解的有机杀菌剂； 5) 多个颗粒，其固相含有杀菌剂、部分或完全玻璃化的组合物，其中至少含有 Zn、B、Cu 和 P 中的一种。颗粒的外表面最好含有金属铜、浸出屏障、颜料、染料或其他辅助剂。