氟氯吡啶酸 | 943832-60-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 氟氯吡啶酸
• 英文名称: 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylic acid
• 英文别名: halauxifen
• CAS: 943832-60-8
• 化学式: C₁₃H₉Cl₂FN₂O₃
• 分子量: 331.13
• InChiKey: KKLBEFSLWYDQFI-UHFFFAOYSA-N

物化性质

• 沸点：
  527.0±50.0 °C(Predicted)
• 密度：
  1.541±0.06 g/cm3(Predicted)
• LogP：
  2.460 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  85.4
• 氢给体数：
  2
• 氢受体数：
  6

制备方法与用途

用途

氟氯吡啶酸是道化学开发的一种2-吡啶甲酸类除草剂，主要用于防除水稻田和小麦田杂草。

合成

氟氯吡啶酸可通过以下反应制得：

反应信息

• 作为反应物：
  描述：

  氟氯吡啶酸 以 1,4-二氧六环 为溶剂， 反应 3.0h， 以78%的产率得到5-chloro-2-(4-chloro-2-fluoro-3-methoxyphenyl)pyridin-4-amine
  参考文献：
  名称：

  The discovery of Arylex™ active and Rinskor™ active: Two novel auxin herbicides

  摘要：

  Multiple classes of commercially important auxin herbicides have been discovered since the 1940s including the aryloxyacetates (2,4-D, MCPA, dichlorprop, mecoprop, triclopyr, and fluroxypyr), the benzoates (dicamba), the quinoline-2-carboxylates (quinclorac and quinmerac), the pyrimidine-4-carboxylates (aminocyclopyrachlor), and the pyridine-2-carboxylates (picloram, clopyralid, and aminopyralid). In the last 10 years, two novel pyridine-2-carboxylate (or picolinate) herbicides were discovered at Dow AgroSciences. This paper will describe the structure activity relationship study that led to the discovery of the 6-aryl-picolinate herbicides Arylex (TM) active (2005) and Rinskor (TM) active (2010). While Arylex was developed primarily for use in cereal crops and Rinskor is still in development primarily for use in rice crops, both herbicides will also be utilized in additional crops. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.08.011
• 作为产物：
  描述：

  4-氨基-3,6-二氯吡啶-2-甲酸 在 bis-triphenylphosphine-palladium(II) chloride 、 potassium fluoride 、 氯化亚砜 、 水 、 sodium hydroxide 作用下， 以 水 、 乙腈 为溶剂， 反应 24.0h， 生成 氟氯吡啶酸
  参考文献：
  名称：

  含氟氯吡啶肟酯结构的化合物及其制备方法和应用及一种除草剂

  摘要：

  本发明涉及农药除草剂领域，公开了含氟氯吡啶肟酯结构的化合物及其制备方法和应用及一种除草剂，该化合物具有式(1)所示的结构。本发明提供的化合物具有优异的除草活性。

  公开号：

  CN109485600A

文献信息

• [EN] HERBICIDAL PROPYNYL-PHENYL COMPOUNDS<br/>[FR] COMPOSÉS PROPYNYLE-PHÉNYLE HERBICIDES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2015197468A1

  公开（公告）日：2015-12-30

  The present invention relates to a compound of formula (I) wherein: R1 is C1-C3alkoxy, C1-C2alkoxy-C1-C3alkoxy, C1-C2fluoroalkoxy, ethyl, n-propyl, n-butyl, cyclopropyl or ethynyl; R2 is hydrogen, ethyl, n-propyl, cyclopropyl, vinyl, ethynyl, C1-C3alkoxy, C1-C3fluoroalkyl, C1-C2fluoroalkoxy, C1-C2alkoxy-C1-C3alkoxy-, or C1fluoroalkoxy-C1-C3alkoxy-; provided that when R1 is ethyl, n-propyl, n-butyl, cyclopropyl or ethynyl, then R2 is hydrogen, ethyl, n-propyl, cyclopropyl, vinyl or ethynyl; and Y is O, S, S(O), S(O)2, N(C1-C2alkyl), N(C1-C2alkoxy), C(O), CR8R9 or -CR10R11CR12R13-; and and G, R3, R4, R5 and R6 are as defined herein; wherein the compound of formula (I) is optionally present as an agrochemically acceptable salt thereof. These compounds are suitable for use as herbicides. The invention therefore also relates to a method of controlling weeds, especially grassy monocotyledonous weeds, in crops of useful plants, comprising applying a compound of formula (I), or a herbicidal composition comprising such a compound, to the plants or to the locus thereof.

  本发明涉及一种具有以下结构的化合物（I）：其中：R1为C1-C3烷氧基，C1-C2烷氧基-C1-C3烷氧基，C1-C2氟烷氧基，乙基，正丙基，正丁基，环丙基或乙炔基；R2为氢，乙基，正丙基，环丙基，乙烯基，乙炔基，C1-C3烷氧基，C1-C3氟烷基，C1-C2氟烷氧基，C1-C2烷氧基-C1-C3烷氧基，或C1氟烷氧基-C1-C3烷氧基-；但是当R1为乙基，正丙基，正丁基，环丙基或乙炔基时，R2为氢，乙基，正丙基，环丙基，乙烯基或乙炔基；Y为O，S，S(O)，S(O)2，N(C1-C2烷基)，N(C1-C2烷氧基)，C(O)，CR8R9或-CR10R11CR12R13-；以及G，R3，R4，R5和R6如本文所定义；其中化合物（I）可作为农药中可接受的盐存在。这些化合物适用于用作除草剂。因此，本发明还涉及一种控制杂草，特别是草本单子叶杂草，在有用植物作物中的方法，包括将化合物（I）或含有这种化合物的除草剂组合物施用于植物或其生长地点。
• [EN] HERBICIDAL PYRIDAZINONES<br/>[FR] PYRIDAZINONES HERBICIDES
  申请人：DU PONT

  公开号：WO2014031971A1

  公开（公告）日：2014-02-27

  Disclosed are compounds of Formula 1, including all stereoisomers, N-oxides, and salts thereof, INSERT FORMULA 1 HERE wherein A is a radical selected from the group consisting of INSERT FORMULA A-1, A-2, A-3, A-4, A-5, A-6 AND A-7 HERE and B1, B2, B3, T, R1, R2, R3, R3A, R4, R5, R6, R7, R8, R9, R10, R11, R12 and R13 are as defined in the disclosure. Also disclosed are compositions containing the compounds of Formula 1 and methods for controlling undesired vegetation comprising contacting the undesired vegetation or its environment with an effective amount of a compound or a composition of the invention.

  披露了公式1的化合物，包括所有立体异构体、N-氧化物和盐，INSERT FORMULA 1 HERE 其中A是选择自以下组的自由基：INSERT FORMULA A-1, A-2, A-3, A-4, A-5, A-6 AND A-7 HERE，B1, B2, B3, T, R1, R2, R3, R3A, R4, R5, R6, R7, R8, R9, R10, R11, R12和R13如披露中定义。还披露了包含公式1化合物的组合物，以及控制不需要的植被的方法，包括将不需要的植被或其环境与有效量的化合物或本发明的组合物接触。
• [EN] HERBICIDALLY ACTIVE 2-(SUBSTITUTED-PHENYL)-CYCLOPENTANE-1,3-DIONE COMPOUNDS AND DERIVATIVES THEREOF<br/>[FR] COMPOSÉS DE 2-(PHÉNYL SUBSTITUÉ)-CYCLOPENTANE-1,3-DIONE PRÉSENTANT UNE ACTIVITÉ HERBICIDE, ET LEURS DÉRIVÉS
  申请人：SYNGENTA LTD

  公开号：WO2014170413A1

  公开（公告）日：2014-10-23

  The present invention relates to a compound of formula (I): wherein the substituents are as defined herein, and wherein the compound of formula (I) is optionally present as an agrochemically acceptable salt thereof. These compounds are thought to be suitable for use as herbicides. The invention therefore also relates to a method of controlling weeds, especially grassy monocotyledonous weeds, in crops of useful plants, comprising applying a compound of formula (I), or a herbicidal composition comprising such a compound, to the plants or to the locus thereof.

  本发明涉及一种化合物，其化学式为（I）：其中取代基如本文所定义，并且化合物（I）可以选择地以其农药可接受的盐的形式存在。这些化合物被认为适合用作除草剂。因此，本发明还涉及一种控制杂草的方法，特别是在有用植物的作物中控制禾本科杂草，包括将化合物（I）或包含这种化合物的除草剂组合物施用于植物或其生长地点。
• [EN] 4 -AMINOPICOLINATES AND THEIR USE AS HERBICIDES<br/>[FR] 4-AMINOPICOLINATES ET LEUR UTILISATION EN TANT QU'HERBICIDES
  申请人：SYNGENTA LTD

  公开号：WO2010149956A1

  公开（公告）日：2010-12-29

  The present invention relates to substituted 4-aminopicolinates as well as N- oxides and agriculturally acceptable salts thereof, and their use in controlling plant growth, particularly undesirable plant growth, in crops of useful plants. The invention extends to herbicidal compositions comprising such compounds, N- oxides and/or salts as well as mixtures of the same with one or more further active ingredients and/or a safener.

  本发明涉及取代的4-氨基吡啶甲酸盐，以及它们的N-氧化物和农业上可接受的盐，以及它们在控制植物生长中的应用，特别是在有用植物作物中控制不需要的植物生长。本发明还包括含有此类化合物、N-氧化物和/或盐的除草组合物，以及与一个或多个其他活性成分和/或安全剂的混合物。
• [EN] CHEMICAL COMPOUNDS<br/>[FR] COMPOSÉS CHIMIQUES
  申请人：SYNGENTA LTD

  公开号：WO2011144891A1

  公开（公告）日：2011-11-24

  The present invention relates to certain substituted picolinic acid derivatives, as well as N- oxides and agriculturally acceptable salts thereof, and their use in controlling plant growth, particularly undesirable plant growth, in crops of useful plants. The invention extends to herbicidal compositions comprising such compounds, N-oxides and/or salts as well as mixtures of the same with one or more further active ingredients and/or a safener.

  本发明涉及某些取代吡啶甲酸衍生物，以及它们的N-氧化物和农业上可接受的盐，以及它们在控制植物生长，特别是在有用植物作物中控制不需要的植物生长的应用。该发明还包括含有此类化合物、N-氧化物和/或盐的除草组合物，以及它们与一个或多个其他活性成分和/或安全剂的混合物。