2,6-diethyl-N-phenylaniline | 634904-73-7

• 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: 2,6-diethyl-N-phenylaniline
• CAS: 634904-73-7
• 化学式: C₁₆H₁₉N
• 分子量: 225.334
• InChiKey: HQUUGVKPDVPXRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,6-diethyl-N-phenylaniline 在 sodium hydroxide 、 三氯化铝 作用下， 以 乙醇 、 水 、 苯 为溶剂， 反应 22.17h， 生成 [2-(2,6-Diethyl-phenylamino)-phenyl]-oxo-acetic acid
  参考文献：
  名称：

  Synthesis and quantitative structure-activity relationships of diclofenac analogs

  摘要：

  The synthesis of a series of 2-anilinophenylacetic acids, close analogues of diclofenac, is described. These compounds were tested in two models used for evaluating the activity of nonsteroidal antiinflammatory drugs (NSAID's), inhibition of cyclooxygenase enzyme activity in vitro, and adjuvant-induced arthritis (AdA) in rats. Statistically significant correlations were found between the inhibitory activities of the compounds in these two models, indicating that cyclooxygenase inhibition seems to be the underlying mechanism for the antiinflammatory activity of these compounds. Quantitative structure-activity relationship (QSAR) analysis revealed that the crucial parameters for activity in both models were the lipophilicity and the angle of twist between the two phenyl rings. Optimal activities were associated with halogen or alkyl substituents in both ortho positions of the anilino ring. Compounds with OH groups in addition to two ortho substituents or compounds with only one or no ortho substituents were less active.

  DOI：

  10.1021/jm00171a008
• 作为产物：
  描述：

  2,6-二乙基苯胺 、 苯肼 在 tetrabenzoporphyrinatocobalt(II) 、 copper diacetate 作用下， 以 乙腈 为溶剂， 反应 13.0h， 以56%的产率得到2,6-diethyl-N-phenylaniline
  参考文献：
  名称：

  CoPc / Cu（OAc）2催化胺与芳肼的N-芳基化反应，生成N-芳基胺

  摘要：

  已经开发了胺与芳基肼的N-芳基化，实现了芳基与胺的选择性交叉偶联以形成N-芳基胺。该反应使用空气作为氧化剂，使用CoPc和Cu（OAc）2作为催化剂。该反应在空气中通过中继过程在温和条件下进行，芳基肼被CoPc氧化成芳基二氮烯，再被空气（O 2）氧化成芳基，然后被Cu（OAc）2-胺络合物捕获，然后还原-消除反应形成N-芳基胺。芳基胺和芳基肼给出最高的产率，但Ñ -芳基- ñ -烷基胺和ñ -烷基胺，可以使用为好。

  DOI：

  10.1016/j.tet.2016.08.058

文献信息

• Palladium-Catalyzed C(sp²)–N Bond Cross-Coupling with Triaryl Phosphates
  作者：Zicong Chen、Xiangmeng Chen、Chau Ming So

  DOI：10.1021/acs.joc.9b00703

  日期：2019.5.17

  The first general palladium-catalyzed amination of aryl phosphates is described. The combination of MorDalPhos with [Pd(π-cinnamyl)Cl]2 enables the amination of electron-rich, electron-neutral, and electron-poor aryl phosphates with a board range of aromatic, aliphatic, and heterocyclic amines. Common functional groups such as ether, keto, ester, and nitrile show an excellent compatibility in this

  描述了芳基磷酸酯的第一常规钯催化的胺化。MorDalPhos与[Pd（π-肉桂基）Cl] 2的结合可实现富电子，电子中性和贫电子的芳基磷酸酯与一系列芳族，脂族和杂环胺的胺化反应。在此反应条件下，常见的官能团（如醚，酮，酯和腈）显示出极好的相容性。无溶剂胺化反应在两种固体偶联剂中也都成功。通过这种催化系统可以实现克级交叉偶联。
• Solvent-Free Buchwald-Hartwig (Hetero)arylation of Anilines, Diarylamines, and Dialkylamines Mediated by Expanded-Ring N-Heterocyclic Carbene Palladium Complexes
  作者：Maxim A. Topchiy、Pavel B. Dzhevakov、Margarita S. Rubina、Oleg S. Morozov、Andrey F. Asachenko、Mikhail S. Nechaev

  DOI：10.1002/ejoc.201501616

  日期：2016.4

  the Buchwald–Hartwig (hetero)arylation of anilines, diarylamines, and dialkylamines mediated by the expanded-ring N-heterocyclic carbene palladium complex (THP-Dipp)Pd(cinn)Cl [THP-Dipp = 1,3-bis(2,6-diisopropylphenyl)-3,4,5,6-tetrahydropyrimidin-2-ylidene; cinn = cinnamyl, 3-phenylallyl] was developed. The catalytic protocol was efficient for the coupling of amines and (hetero)aryl chlorides and bromides

  苯胺、二芳胺和二烷基胺的 Buchwald-Hartwig（杂）芳基化的高效无溶剂方案，由扩环 N-杂环卡宾钯配合物 (THP-Dipp)Pd(cinn)Cl [THP-Dipp = 1,3-双(2,6-二异丙基苯基)-3,4,5,6-四氢嘧啶-2-亚基；cinn = cinnamyl, 3-phenylallyl] 被开发出来。催化方案对于胺和（杂）芳基氯化物和带有供体、受体和大取代基的溴化物的偶联是有效的。
• 一种二芳胺衍生物的制备方法
  申请人：无锡绿色分离应用技术研究所有限公司

  公开号：CN104262167B

  公开（公告）日：2016-05-25

  本发明公开了一种二芳胺衍生物的制备方法，包括将苯胺衍生物、苯肼衍生物、金属酞菁衍生物和铜盐溶于溶剂中，于-10～40℃反应，得到二芳胺衍生物；本发明使用苯胺衍生物和苯肼衍生物为起始物，原料易得、种类很多；利用本发明的方法得到的产物类型多样，既可以直接使用、又可以用于其他进一步的反应；本发明的方法不需要加入任何添加剂；本发明的方法合成路线简短、反应条件温和、反应操作和后处理过程简单、产率高，适合于规模化生产。
• Ligand- and Base-Free Copper(II)-Catalyzed C−N Bond Formation:  Cross-Coupling Reactions of Organoboron Compounds with Aliphatic Amines and Anilines
  作者：Tan D. Quach、Robert A. Batey

  DOI：10.1021/ol035681s

  日期：2003.11.1

  [reaction: see text] A ligandless and base-free Cu-catalyzed protocol for the cross-coupling of arylboronic acids and potassium aryltrifluoroborate salts with primary and secondary aliphatic amines and anilines is described. The process utilizes catalytic copper(II) acetate monohydrate and 4 A molecular sieves in dichloromethane at slightly elevated temperatures under an atmosphere of oxygen. A broad

  [反应：见正文]描述了无芳基和无碱的Cu催化方案，用于芳基硼酸和芳基三氟硼酸钾盐与伯和仲脂族胺和苯胺的交叉偶联。该方法在氧气气氛下稍微升高的温度下利用催化的一水合乙酸铜（II）乙酸铜和4 A分子筛在二氯甲烷中。两个交叉偶联伙伴都可以耐受各种官能团。
• ORGANIC LIGHT-EMITTING DIODE WITH HIGH EFFICIENCY
  申请人：SFC Co., Ltd.

  公开号：EP3269790A1

  公开（公告）日：2018-01-17

  Disclosed is an organic light-emitting diode, comprising: a first electrode; a second electrode facing the first electrode; and a light-emitting layer interposed therebetween, wherein the light-emitting layer contains at least one selected from among the amine compounds represented by the following Chemical Formula A or Chemical Formula B and the pyrene compound represented by the following Chemical Formula C, plus the anthracene compound represented by the following Chemical Formula D. The structures of Chemical Formulas A to D are as defined in the specification.

  本发明公开了一种有机发光二极管，包括：第一电极；正对第一电极的第二电极；以及夹在其间的发光层，其中发光层包含至少一种选自以下化学式 A 或化学式 B 所代表的胺类化合物和以下化学式 C 所代表的芘类化合物，以及以下化学式 D 所代表的蒽类化合物。