potassium 2-cyanophenoxide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: potassium 2-cyanophenoxide
• 英文别名: Potassium;2-cyanophenolate
• 化学式: C₇H₄NO*K
• 分子量: 157.213
• InChiKey: WOADFQRFAAYIKX-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.36
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  potassium 2-cyanophenoxide 在 硫酸 作用下， 生成 邻羟基苯甲腈
  参考文献：
  名称：

  Spectrochemical, ab initio and density functional studies on the conversion of 2-hydroxybenzonitrile (o-cyanophenol) into the oxyanion

  摘要：

  The spectral and structural changes caused by the conversion of 2-hydroxybenzonitrile (o-cyanophenol) into the corresponding oxyanion have been followed by IR spectra, ab initio and density functional force field calculations. In agreement between theory and experiment, the conversion is accompanied by a 29 cm(-1) frequency decrease of the cyano stretching band, 2.7-fold increase in its integrated intensity, 5.8-fold (total value) intensification of the aromatic skeletal bands of Wilson's 8 and 19 types, and other essential spectral changes. According to the calculations, the strongest structural changes are the shortening of the Ph-O bond with 0.10 Angstrom, lengthenings of the adjacent CC bonds in the phenylene ring with 0.06 Angstrom and bond angle variations near the oxyanionic center. All these changes are connected with the formation of a quasi-ortho-quinonoidal structure of the o-phenylene ring in the oxyanion. According to the electronic density analysis, 0.41 e(-) (Mulliken) or 0.56 e(-) (natural bond orbital, NBO) of the anionic charge remain localized at the oxyanionic center. Conformations and hydrogen bonds have also been discussed on the basis of experimental and theoretical data. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2003.12.040
• 作为产物：
  描述：

  邻羟基苯甲腈 在 potassium fluoride 、 四丁基溴化铵 、 potassium carbonate 作用下， 以 水 为溶剂， 生成 potassium 2-cyanophenoxide
  参考文献：
  名称：

  Process for preparaing (E)-methyl

  摘要：

  制备(E)-甲基2-[2-(6-(-氰基苯氧)嘧啶-4-氧基)苯基]-3-甲氧基丙烯酸甲酯的方法包括将(E)-甲基2-[2-(6-氯嘧啶-4-氧基)苯基]-3-甲氧基丙烯酸甲酯或甲基2-[2-(6-氯嘧啶-4-氧基)苯基]-3,3-二甲氧基丙酸与2-氰基苯酚阴离子接触，该过程在无铜或铜盐和无N，N-二甲基甲酰胺的情况下进行。2-氰基苯酚阴离子通过将2-氰基苯酚与碱金属碳酸盐反应而在原位生成。

  公开号：

  US06153750A1

文献信息

• Surfactant-mediated solvent-free dealkylative cleavage of ethers and esters and trans-alkylation under neutral conditions
  作者：Apurba Bhattacharya、Nitin C. Patel、Tomas Vasques、Ritesh Tichkule、Gaurang Parmar、Jiejun Wu

  DOI：10.1016/j.tetlet.2005.11.048

  日期：2006.1

  A simple, surfactant-mediated, one-pot, solvent-free dealkylative cleavage of aryl ethers and esters followed by subsequent optional trans-alkylation under essentially neutral conditions has been developed.

  已经开发出一种简单的，表面活性剂介导的，单锅，无溶剂的芳基醚和酯的脱烷基裂解，然后在基本中性的条件下进行任选的烷基转移。
• CuSO₄-Catalyzed dual annulation to synthesize O, S or N-containing tetracyclic heteroacenes
  作者：Xiang-Huan Shan、Bo Yang、Jian-Ping Qu、Yan-Biao Kang

  DOI：10.1039/d0cc01172j

  日期：——

  In this work, CuSO₄ is utilized as a practical redox catalyst for tandem dual annulation in the synthesis of indole-fused tetracyclic heteroacenes, which are important skeletons in both medicinal chemistry and materials chemistry.

  在这项工作中，CuSO₄被用作串联双环化合成吲哚并联四环杂芳烃的实用氧化还原催化剂，这些化合物是药物化学和材料化学中重要的骨架。
• [EN] PROCESS FOR PREPARING 4,6-BIS(ARYLOXY)PYRIMIDINE DERIVATIVES<br/>[FR] PROCÉDÉ DE PRÉPARATION DE DÉRIVÉS DE 4,6-BIS(ARYLOXY)PYRIMIDINE
  申请人：CHEMINOVA AS

  公开号：WO2014190997A1

  公开（公告）日：2014-12-04

  Process for preparing 4,6-bis(aryloxy)pyrimidine derivatives A process is provided for preparing 4,6-bis(aryloxy)pyrimidine derivatives. The process is conducted in water as reaction medium and catalyzed by one or more tertiary-amine catalyst(s). It has been found that a water based reaction substantially free of organic solvents can be carried out providing excellent yields by the addition of one or more tertiary-amine catalysts to the reaction medium. This provides a clean reaction and produces the desired product in high yields.

  提供了一种制备4,6-双(芳氧基)嘧啶衍生物的过程。该过程在水中作为反应介质进行，并由一种或多种三级胺催化剂催化。发现通过向反应介质中添加一种或多种三级胺催化剂，可以进行基本无机溶剂的水基反应，从而提供出色的产量。这提供了一个清洁的反应，并以高产率产生所需的产物。
• Method for preparing azoxystrobin
  申请人：CAC Nantong Chemical Co., LTD

  公开号：US10189793B1

  公开（公告）日：2019-01-29

  The present invention provides a process for preparing azoxystrobin, which is performed by reacting 2-cyanophenol or a salt thereof with a compound represented by formula I under the catalysis of a trimethylamine catalyst to obtain the azoxystrobin represented by formula II, which allows the yield of the product azoxystrobin to reach 98% or more, the yield of separated product to reach 95% or more and the post-processing to be simple. The trimethylamine catalyst can be recycled and reused in synthesizing the target product azoxystrobin, which not only reduces the cost but also reduces the total nitrogen and COD in wastewater. The advantages regarding of cost and environmental protection of the method according to the present invention are significant and thus the method is suitable for industrial production.

  本发明提供了一种制备阿托霉素的方法，该方法通过在三甲胺催化下将2-氰基苯酚或其盐与式I所表示的化合物反应，得到式II所表示的阿托霉素，使产品阿托霉素的产率达到98％或更高，分离产品的产率达到95％或更高，后处理简单。三甲胺催化剂可以回收和重复使用于合成目标产品阿托霉素，不仅降低成本，还减少废水中的总氮和COD。本发明提供的方法在成本和环保方面具有明显优势，因此适合工业生产。
• Processes For the Preparation of Azoxystrobin Using Dabco as a Catalyst and Novel Intermediates Used in the Processes
  申请人：Whitton Alan John

  公开号：US20080214587A1

  公开（公告）日：2008-09-04

  The present invention relates, inter alia, to a process for preparing a compound of formula (I): which comprises either (a) reacting a compound of formula (II): with 2-cyanophenyl, or a salt thereof, in the presence of between 0.1 and 2 mol % of 1,4-diazabicyclo[2.2.2]octane, or (b) reacting a compound of the formula (III): with a compound of the formula (IV): in the presence of between 0.1 and 2 mol % of 1,4-diazabicyclo[2.2.2]octane; where W is the methyl (E)-2-(3-methoxy)acrylate group C(CO 2 CH 3 )═CHOCH 3 or the methyl 2-(3,3-dimethoxy)propanoate group C(CO 2 CH 3 )CH(OCH 3 ) 2 , or a mixture of the two groups. In addition, the present invention relates to a novel precursors of the compound of formula (I) and methods for making them.

  本发明涉及制备公式（I）化合物的方法，其中包括：（a）在1,4-二氮杂双环[2.2.2]辛存在下，将公式（II）化合物与2-氰基苯或其盐反应；或（b）在1,4-二氮杂双环[2.2.2]辛存在下，将公式（III）化合物与公式（IV）化合物反应，其中W是甲基（E）-2-（3-甲氧基）丙烯酸酯基团C（CO2CH3）═CHOCH3或甲基2-（3,3-二甲氧基）丙酸酯基团C（CO2CH3）CH（OCH3）2或两种基团的混合物。此外，本发明还涉及公式（I）化合物的新前体物及其制备方法。