2-ethyl-2-(phenylamino)butanenitrile

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-ethyl-2-(phenylamino)butanenitrile
• 英文别名: 2-Anilino-2-ethylbutanenitrile
• 化学式: C₁₂H₁₆N₂
• 分子量: 188.272
• InChiKey: FPMIQBNXPFLCDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  丙酮腈 、 苯胺 、 3-戊酮 在 N,N-二甲基环己胺 作用下， 以 水 为溶剂， 反应 5.0h， 以85%的产率得到2-ethyl-2-(phenylamino)butanenitrile
  参考文献：
  名称：

  Lewis碱在水上催化三组分Strecker反应。用于酮和醛的直接α-氰化胺的有效歧管。

  摘要：

  已经开发了第一个在水上进行操作的三组分有机催化Strecker反应。歧管利用酮（醛）作为起始羰基组分，苯胺作为伯胺，乙酰氰作为氰化物源，N，N-二甲基环己胺为催化剂。

  DOI：

  10.1039/b914151k

文献信息

• Design and Construction of a Chiral Cd(II)-MOF from Achiral Precursors: Synthesis, Crystal Structure and Catalytic Activity toward C–C and C–N Bond Forming Reactions
  作者：Vijay Gupta、Sanjay K. Mandal

  DOI：10.1021/acs.inorgchem.8b03307

  日期：2019.3.4

  dicarboxylic acid (H2L) and a conformationally flexible bidentate linker (bpp), a thermally stable chiral metal organic framework [Cd(bpp)(L)(H2O)]·DMF}n (1), where H2L = 4,4′-(dimethylsilanediyl)bis-benzoic acid, bpp = 1,3-bis(4-pyridyl)propane and DMF = N,N-dimethylformamide, has been solvothermally synthesized and crystallographically characterized. It consists of 1D helical chains linked at the cadmium

  使用非手性组分，V形二羧酸（H 2 L）和构象柔和的双齿连接体（bpp），热稳定的手性金属有机骨架[Cd（bpp）（L）（H 2 O）]·DMF} n（1）已被溶剂热合成，其中H 2 L = 4,4'-（二甲基硅烷二基）双苯甲酸，bpp = 1,3-双（4-吡啶基）丙烷和DMF = N，N-二甲基甲酰胺。晶体学表征。它由在镉中心相连的一维螺旋链组成，形成了一个整体的二维框架。其微孔性质通过气体吸收测量得到证实。热激活时1一维开放通道中存在的客体DMF分子和配位的H 2 O分子均被除去，其活性金属位点显示出路易斯酸特性，是C–C（Knoevenagel缩合反应）和C–N的出色的多相催化剂（斯特雷克）键形成反应。
• A Microporous Metal–Organic Framework Catalyst for Solvent-free Strecker Reaction and CO₂ Fixation at Ambient Conditions
  作者：Vijay Gupta、Sanjay K. Mandal

  DOI：10.1021/acs.inorgchem.9b03051

  日期：2020.4.6

  the formation of a microporous zinc(II)–organic framework, [Zn2(3-tpom)(L)2]·2H2O}n (1). The framework exhibits very good thermal stability as evident from the thermogravimetric analysis, which is further supported by variable temperature powder X-ray diffraction analysis. The microporous nature of the framework has been established by the gas adsorption analysis. The framework exhibits exceptionally

  乙酸锌（II）四水合物，柔性四吡啶基配体，四（3-吡啶基氧基亚甲基）甲烷（3-tpom），弯曲的二羧酸和4,4'-（二甲基硅烷二基）双苯甲酸（H 2 L）在溶剂热条件下导致形成微孔锌（II）-有机骨架Zn 2（3-tpom）（L）2 ]·2H 2 O} n（1）。从热重分析可以明显看出，该框架具有很好的热稳定性，而温度可变粉末X射线衍射分析进一步支持了该框架。通过气体吸附分析已经确定了骨架的微孔性质。与其他在环境条件（298 K和1 bar压力）下具有较大动力学直径（N 2为3.64Å，CH 4为3.8Å ）的气体相比，该框架具有出色的选择性二氧化碳吸附能力。此外，装饰有催化活性不饱和金属位点的骨架是CO 2环加成反应的良好催化剂与环氧化物和三组分Strecker反应在环境条件下进行，不需要任何溶剂。异质性以及在环境和无溶剂条件下的良好催化活性使1作为这些有机转化的优良催化剂。
• MulticomponentStrecker Reaction under High Pressure
  作者：Kiyoshi Matsumoto、Jong Chul Kim、Hirokazu Iida、Hiroshi Hamana、Koji Kumamoto、Hiyoshizo Kotsuki、Gérard Jenner

  DOI：10.1002/hlca.200590136

  日期：2005.7

  AbstractFor the first time, uncatalyzed, high‐pressure (0.6 GPa) reactions with ketones have proven to be a powerful way to perform the three‐component Strecker synthesis of α‐amino nitriles in high yields. Two types of double Strecker reactions were achieved, but attempts to perform triple Strecker reactions were unsuccessful.
• High pressure mediated three component Strecker synthesis of α-aminonitriles from ketones, aromatic amines and trimethylsilyl cyanide
  作者：Kiyoshi Matsumoto、Jong Chul Kim、Naoto Hayashi、Gérard Jenner

  DOI：10.1016/s0040-4039(02)02270-0

  日期：2002.12

  High pressure (600 MPa) reaction conditions, in the absence of a catalyst, have proved to be a powerful way to stimulate the three component Strecker reaction synthesis of alpha-aminonitriles in high yields. Examples of two types of double Strecker reactions were also described. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Sulfamic acid-functionalized magnetic Fe3O4 nanoparticles as an efficient and reusable catalyst for one-pot synthesis of α-amino nitriles in water
  作者：M.Z. Kassaee、Hassan Masrouri、Farnaz Movahedi

  DOI：10.1016/j.apcata.2011.01.018

  日期：2011.3

  Grafting of chlorosulfuric acid on the amino-functionalized Fe3O4 nanoparticles afforded sulfamic acid-functionalized magnetic Fe3O4 nanoparticles (SA-MNPs) as a novel organic-inorganic hybrid heterogeneous catalyst, which was characterized by XRD, FT-IR, TGA, TEM, and elemental analysis. The catalytic activity of SA-MNPs was probed through one-pot synthesis of a-amino nitrites via three-component couplings of aldehydes (or ketones), amines and trimethylsityl cyanide in water, at room temperature. The heterogeneous catalyst could be recovered easily and reused many times without significant loss of its catalytic activity. (c) 2011 Elsevier B.V. All rights reserved.