2-fluoro-4-chloro-5-cyclopentyloxyaniline | 141772-32-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-fluoro-4-chloro-5-cyclopentyloxyaniline
• 英文别名: 4-chloro-5-cyclopentyloxy-2-fluoroaniline
• CAS: 141772-32-9
• 化学式: C₁₁H₁₃ClFNO
• 分子量: 229.682
• InChiKey: BZOLDHIILYRNQD-UHFFFAOYSA-N

物化性质

• 沸点：
  346.6±37.0 °C(Predicted)
• 密度：
  1.300±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-fluoro-4-chloro-5-cyclopentyloxyaniline 在 lithium hydroxide 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 生成 {[(4-Chloro-5-cyclopentyloxy-2-fluoro-phenylcarbamoyl)-methyl]-methyl-amino}-acetic acid
  参考文献：
  名称：

  A Facile Synthesis of Novel Herbicidal 1-Phenyl-piperazine-2,6-diones

  摘要：

  新型1-苯基-哌嗪-2,6-二酮通过一种新的简便合成路线，使用N-取代的甲基单乙酸亚胺作为起始材料制备而成。这些化合物的结构通过1H-NMR、13C-NMR和气相色谱/质谱（GC/MS）确立。2-(4-氯-5-环戊基-O-2-氟苯基)-四氢-2H-吡啶-[1,2-a]-吡唑-1,3-(4H,6H)-二酮表现出最强的除草活性。

  DOI：

  10.3390/10091119
• 作为产物：
  描述：

  methyl N-(4-chloro-5-cyclopentyloxy-2-fluorophenyl)carbamate 在 氢氧化钾 作用下， 以 乙醇 、 水 为溶剂， 以98.3%的产率得到2-fluoro-4-chloro-5-cyclopentyloxyaniline
  参考文献：
  名称：

  Process for the production of aniline derivatives

  摘要：

  高效生产苯胺衍生物的工业过程，这些衍生物是制造噁唑烷二酮衍生物和四氢邻苯二甲酰亚胺衍生物的重要中间体，后者作为除草剂的活性成分。该过程从2,4-二卤-5-氨基酚或双(2,4-二卤-5-氨基苯基)碳酸酯开始，并在不保护氨基的情况下选择性地使羟基发生环烷基化或炔基化反应，从而可以高产率地生产具有环烷氧基或炔氧基的苯胺衍生物。

  公开号：

  US05639915A1

文献信息

• Tetrahydrophthalamide derivative, intermediate for producing the same,
  申请人：Sagami Chemical Research Center

  公开号：US05506190A1

  公开（公告）日：1996-04-09

  The present invention relates to 3,4,5,6-tetrahydrophthalamide derivatives and 3,4,5,6-tetrahydroisophthalimide derivatives having excellent effects as effective active ingredients of herbicides, and processes for preparing the same, and provides the compounds having a more efficient herbicidal activity, and efficient and industrial processes for the preparation thereof. More specifically, the tetrahydrophthalimide derivative obtained by reacting a halogen-substituted 5-cycloalkyloxyaniline derivative with a 3,4,5,6-tetrahydrophthalic anhydride, or the tetrahydroisophthalimide derivative of the present invention is reacted with various types of amines to prepare a tetrahydrophthalamide derivative represented by the general formula (I): ##STR1## These tetrahydrophthalamide derivatives and the tetrahydroisophthalimide derivatives exhibit excellent herbicidal activities in the soil treatment in the paddy field and field and the stem-foliar treatment. The tetrahydroisophthalimide derivatives are also useful as intermediates for the preparation of the tetrahydrophthalamide derivatives, etc.

  本发明涉及具有卓越除草剂有效活性成分的3,4,5,6-四氢邻苯二酰胺衍生物和3,4,5,6-四氢异苯二酰胺衍生物，以及其制备方法，并提供具有更高效的除草活性的化合物，以及其高效和工业化的制备方法。更具体地，通过将卤素取代的5-环烷氧基苯胺衍生物与3,4,5,6-四氢邻苯二酐反应获得的四氢邻苯二酰胺衍生物，或者将本发明的四氢异苯二酰胺衍生物与各种类型的胺反应以制备由通式（I）表示的四氢邻苯二酰胺衍生物：这些四氢邻苯二酰胺衍生物和四氢异苯二酰胺衍生物在稻田和田间土壤处理以及茎叶处理中表现出卓越的除草活性。四氢异苯二酰胺衍生物还可用作制备四氢邻苯二酰胺衍生物等的中间体。
• Synthesis and Herbicidal Activity of N-Aryl-2-heteroaryloxy-N-isopropyl acetamide
  作者：Qing Ye、Xiao-Bo Zhu、Kai Gu、Xiao-Quan Ni、Jian-Rong Gao、Miao Wei-Rong

  DOI：10.14233/ajchem.2013.15239

  日期：——

  A series of novel N-aryl-2-heteroaryloxy-N-isoproylacetamide derivatives were synthesized by multi-step reactions. Their structures were characterized by 1H NMR, MS and elemental analyses. The target compounds were evaluated for their herbicidal activities against Echinochloa crusgalli, Digitaria sanguinalis Scop., Abutilon theophrasti, Setaria viridis, Zinnia elegans and Acalypha australis. The results indicated that some of the title compounds displayed excellent herbicidal activities.

  一系列新型N-芳基-2-杂芳基氧-N-异丙基乙酰胺衍生物通过多步反应合成。其结构通过1H NMR、质谱和元素分析进行了表征。目标化合物的除草活性对抗狗尾草（Echinochloa crusgalli）、血草（Digitaria sanguinalis Scop.）、白花芙蓉（Abutilon theophrasti）、虎尾草（Setaria viridis）、百日草（Zinnia elegans）和南风毛菊（Acalypha australis）进行了评估。结果表明，一些标题化合物表现出了优异的除草活性。
• Bis(fluorophenyl) carbonate derivatives
  申请人：Sagami Chemical Research Center

  公开号：US05281742A1

  公开（公告）日：1994-01-25

  Disclosed are fluorobenzene derivatives, which are important intermediates for producing herbicidal oxazolidinedione derivatives, and methods of producing them. The fluorobenzene derivatives include compounds of a formula (11): ##STR1## where X is a halogen atom, R.sup.3 is a nitro, amino or isocyanato group or R.sup.1 OCONH, and R.sup.1 is an alkyl or phenyl group. Via the intermediates of the invention, oxazolidinedione derivatives can be produced with high yield.

  揭示了氟苯衍生物，这些衍生物是生产除草草酰胺二酮衍生物的重要中间体，并且揭示了生产它们的方法。氟苯衍生物包括具有以下结构的化合物（11）：其中X是卤素原子，R.sup.3是硝基、氨基或异氰酸基或R.sup.1 OCONH，R.sup.1是烷基或苯基。通过本发明的中间体，可以高产率地生产草酰胺二酮衍生物。
• N-phenyltetrahydrophthalamic acid derivatives, methods of producing same, and herbicides containing same as effective components
  申请人：Central Glass Co., Ltd.

  公开号：US06337417B1

  公开（公告）日：2002-01-08

  The invention provides N-phenyltetrahydrophthalamic acid derivatives represented by the general formula [I], methods of producing the same, herbicides containing the same as the effective components, imidoylchloride derivatives as the intermediate products and methods of producing the same, wherein X and Y each individually represent hydrogen atoms or halogen atoms, R1 represents a lower alkoxycarbonylalkylthio group, R2 represents a lower alkyl group, a halogenated lower alkyl group or a substituted or unsubstituted phenyl group, and R3 represents a lower alkoxy group, a lower alkenyloxy group, a lower alkynyloxy group, or a lower alkoxyalkoxy group. The herbicides of the present invention, which are very useful, can be widely applied to upland, paddy field, orchard, turf, forest, non-crop land, etc., and are not harmful to crops.

  该发明提供了由通式［I］表示的N-苯基四氢邻苯二甲酸衍生物，以及生产这些衍生物的方法，含有这些衍生物作为有效成分的除草剂，以及作为中间产物的亚胺酰氯衍生物和生产这些亚胺酰氯衍生物的方法，其中X和Y分别表示氢原子或卤素原子，R1表示低烷氧羰基烷硫基，R2表示低烷基，卤代低烷基或取代或未取代的苯基，R3表示低烷氧基，低烯氧基，低炔氧基或低烷氧基烷氧基。本发明的除草剂非常有用，可广泛应用于旱地、稻田、果园、草坪、森林、非作物土地等，对作物无害。
• Methods of preparing fluorobenzene derivatives and related compounds
  申请人：Sagami Chemical Research Center

  公开号：US05391807A1

  公开（公告）日：1995-02-21

  Disclosed are fluorobenzene derivatives, which are important intermediates for producing herbicidal oxazolidinedione derivatives, and methods of producing them. The fluorobenzene derivatives include compounds of a formula (11): ##STR1## where X is a halogen atom, R.sup.3 is a nitro, amino or isocyanato group or R.sup.1 OCONH, and R.sup.1 is an alkyl or phenyl group. Via the intermediates of the invention, oxazolidinedione derivatives can be produced with high yield.

  本发明公开了氟苯衍生物及其制备方法。这些氟苯衍生物是生产除草剂噁唑烷二酮衍生物的重要中间体。所述氟苯衍生物包括公式（11）的化合物：##STR1## 其中X是卤素原子，R.sup.3是硝基、氨基或异氰酸基或R.sup.1 OCONH，而R.sup.1是烷基或苯基。通过本发明的中间体，可以高产地生产噁唑烷二酮衍生物。