(E)-4-(N,N-dimethylamino)-N-(1-phenylethylidene)aniline | 130597-97-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (E)-4-(N,N-dimethylamino)-N-(1-phenylethylidene)aniline
• 英文别名: 1-phenylethylidene-(4'-N,N-dimethylamino)aniline；4-(dimethylamino)-N-(1-phenylethylidene)aniline；N,N-dimethyl-N'-(1-phenyl-ethylidene)-p-phenylenediamine；N,N-Dimethyl-N'-(1-phenyl-aethyliden)-p-phenylendiamin；Acetophenon-(4-dimethylamino-phenylimin)
• CAS: 130597-97-6
• 化学式: C₁₆H₁₈N₂
• 分子量: 238.332
• InChiKey: JQTKLRWZPMSEKW-GHRIWEEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.89
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  15.6
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4-氯亚硝基苯 、 (E)-4-(N,N-dimethylamino)-N-(1-phenylethylidene)aniline 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 以52%的产率得到(1Z,2Z)-N-(4-chlorophenyl)-2-((4-(dimethylamino)phenyl)imino)-2-phenylethan-1-imine oxide
  参考文献：
  名称：

  Conjugated Schiff Bases; 17¹. Direct Synthesis of Mono-N-oxides of Some 1,4-Diazabutadienes

  摘要：

  DOI：

  10.1055/s-1984-30750
• 作为产物：
  描述：

  N'-benzylidene-N,N-dimethyl-p-phenylenediamine 在 potassium permanganate 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 1.0h， 生成 (E)-4-(N,N-dimethylamino)-N-(1-phenylethylidene)aniline
  参考文献：
  名称：

  Efficient preparation of ketones from N-(ethoxymethylene)aniline and organometallic reagents

  摘要：

  DOI：

  10.1021/jo00287a028

文献信息

• Regioselective Mercury(I)/Palladium(II)-Catalyzed Single-Step Approach for the Synthesis of Imines and 2-Substituted Indoles
  作者：Rsuini U. Gutiérrez、Mayra Hernández-Montes、Aarón Mendieta-Moctezuma、Francisco Delgado、Joaquín Tamariz

  DOI：10.3390/molecules26134092

  日期：——

  An efficient synthesis of ketimines was achieved through a regioselective Hg(I)-catalyzed hydroamination of terminal acetylenes in the presence of anilines. The Pd(II)-catalyzed cyclization of these imines into the 2-substituted indoles was satisfactorily carried out by a C-H activation. In a single-step approach, a variety of 2-substituted indoles were also generated via a Hg(I)/Pd(II)-catalyzed,

  在苯胺存在下，通过区域选择性 Hg(I) 催化的末端乙炔加氢胺化，实现了酮亚胺的有效合成。Pd(II) 催化的这些亚胺环化成 2-取代的吲哚通过 CH 活化令人满意地进行。在单步法中，还通过 Hg(I)/Pd(II) 催化的一锅两步法从苯胺和末端乙炔开始生成各种 2-取代吲哚。事实证明，芳基乙炔比烷基衍生物更有效。
• Palladium-Catalyzed Condensation of <i>N</i>-Aryl Imines and Alkynylbenziodoxolones To Form Multisubstituted Furans
  作者：Beili Lu、Junliang Wu、Naohiko Yoshikai

  DOI：10.1021/ja5059795

  日期：2014.8.20

  A palladium(II) catalyst promotes condensation of an N-aryl imine and an alkynylbenziodoxolone derivative to afford a multisubstituted furan, whose substituents are derived from the alkynyl moiety (2-position), the imine (3- and 4-positions), and the 2-iodobenzoate moiety (5-position), along with an N-arylformamide under mild conditions. The 2-iodophenyl group of the furan product serves as a versatile handle for further transformations. A series of isotope-labeling experiments shed light on the bond reorganization process in this unusual condensation reaction, which includes cleavage of the C-C triple bond and fragmentation of the carboxylate moiety.
• Gawinecki, Ryszard, Polish Journal of Chemistry, 1987, vol. 61, # 4-6, p. 589 - 598
  作者：Gawinecki, Ryszard

  DOI：——

  日期：——
• Ramart-Lucas; Hoch; Martynoff, Bulletin de la Societe Chimique de France, 1937, vol. <5> 4, p. 481,493
  作者：Ramart-Lucas、Hoch、Martynoff

  DOI：——

  日期：——
• Milart, Piotr; Sepiol, Janusz, Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 1986, vol. 41, # 3, p. 371 - 376
  作者：Milart, Piotr、Sepiol, Janusz

  DOI：——

  日期：——