2-(Benzylamino)-2-(2-bromophenyl)acetonitrile | 1067616-23-2

• 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-(Benzylamino)-2-(2-bromophenyl)acetonitrile
• CAS: 1067616-23-2
• 化学式: C₁₅H₁₃BrN₂
• 分子量: 301.186
• InChiKey: XSDAKTIANGMKSA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl 2-(((tert-butoxycarbonyl)oxy)methyl)acrylate 、 2-(Benzylamino)-2-(2-bromophenyl)acetonitrile 在 三乙烯二胺 作用下， 以 甲苯 为溶剂， 反应 2.5h， 以79%的产率得到methyl 2-({benzyl[(2-bromophenyl)(cyano)methyl]amino}methyl)acrylate
  参考文献：
  名称：

  功能性α-亚甲基-β-和-γ-氨基酸衍生物通过有机催化串联烯丙基烷基化和胺化的可控区域选择性构建

  摘要：

  已经开发了一种新的可控和区域选择性烯丙基烷基化和胺化反应，用于高度选择性地构建含有 α-亚烷基-β-氨基酸和 α-亚甲基-γ-丁内酰胺部分的化合物。此外，在这种可控策略的基础上，还完成了多组分串联反应。密集功能化产物的后续转化很容易提供一系列有用的结构单元，它们在有机合成中具有潜在的用途。

  DOI：

  10.1002/ejoc.201200642
• 作为产物：
  描述：

  N-(2-bromobenzylidene)-1-phenylmethanamine 、 三甲基氰硅烷 在 2C₉H₅N₂O₄^(1-)*In⁽³⁺⁾*Cl^(1-)*H₂O 作用下， 以 氘代氯仿 为溶剂， 反应 48.0h， 生成 2-(Benzylamino)-2-(2-bromophenyl)acetonitrile
  参考文献：
  名称：

  In(III) and Sc(III) based coordination polymers derived from rigid benzimidazole-5,6-dicarboxylic acid: Synthesis, crystal structure and catalytic property

  摘要：

  Two new coordination polymers (CPs), [InCl(H(2)bidc)(2)(H2O)](n) (1) and [Sc(Hbidc)(OH)(H2O)](n) (2) (H(3)bidc = benzimidazole-5,6-dicarboxylic acid) were synthesized through a solvothermal approach. 1 exhibits a 1D infinite chain, which further constructs a 3D supramolecular framework via hydrogen bonds. 2 features a 3D supramolecular framework consisting of left- and right-handed chiral layers, which contain the left- and right-handed chiral spiral chains. The adjacent layers stack through pi-pi stacking interactions between benzene and imidazole rings. 1 exhibits excellent catalytic reactivity for the Strecker reaction and can be recycled four consecutive reactions with more than 95% conversion yields. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2017.10.028

文献信息

• TITANIUM COMPOUNDS AND PROCESS FOR CYANATION OF IMINES
  申请人：Seayad Abdul Majeed

  公开号：US20110319629A1

  公开（公告）日：2011-12-29

  The present invention relates to titanium catalysts for synthesis reactions produced by bringing a reaction mixture comprising a titanium alkoxide and a ligand in contact with water, wherein the ligand is represented by the general formula (e): wherein R 1 , R 2 , R 3 , and R 4 are independently a hydrogen atom, an alkyl group, or the like, and (A) represents a group with two or more carbon atoms. The titanium catalysts may be isolated in solid form and may be stored. The invention further relates to a process for cyanation of imines, wherein the process comprises reacting an imine with a cyanating agent in the presence of the titanium catalyst.

  本发明涉及一种通过使包含钛醇盐和配体的反应混合物与水接触而制得的用于合成反应的钛催化剂，其中配体由通式(e)表示：其中R1、R2、R3和R4各自独立地为氢原子、烷基组或其他类似物，且(A)表示具有两个或更多个碳原子的基团。所述钛催化剂可以以固体形式分离并储存。本发明还涉及一种亚胺的氰化方法，该方法包括在钛催化剂存在下使亚胺与氰化剂反应。
• [EN] TITANIUM COMPOUNDS AND PROCESS FOR CYANATION OF IMINES<br/>[FR] COMPOSÉS DE TITANE ET PROCÉDÉ DE CYANATION DES IMINES
  申请人：AGENCY SCIENCE TECH & RES

  公开号：WO2010093327A1

  公开（公告）日：2010-08-19

  The present invention relates to titanium catalysts for synthesis reactions produced by bringing a reaction mixture comprising a titanium alkoxide and a ligand in contact with water, wherein the ligand is represented by the general formula (e), wherein R1, R2, R3, and R4 are independently a hydrogen atom, an alkyl group, or the like, and (A) represents a group with two or more carbon atoms. The titanium catalysts may be isolated in solid form and may be stored. The invention further relates to a process for cyanation of imines, wherein the process comprises reacting an imine with a cyanating agent in the presence of the titanium catalyst.

  本发明涉及用于合成反应的钛催化剂，通过将包含钛烷氧化物和配体的反应混合物与水接触而产生，其中配体由通用公式（e）表示，其中R1、R2、R3和R4分别是氢原子、烷基或类似物，（A）代表具有两个或更多碳原子的基团。这些钛催化剂可以以固体形式分离并储存。该发明还涉及一种亚胺的氰化过程，其中该过程包括在钛催化剂存在下将亚胺与氰化剂反应。
• Water-Mediated Strecker Reaction: An Efficient and Environmentally Friendly Approach for the Synthesis of <font>α</font>-Aminonitriles <i>via</i> a Three-Component Condensation
  作者：Samikannu Ramesh、Kulanthaivel Sivakumar、Chiradeep Panja、Pirama Nayagam Arunachalam、Appaswami Lalitha

  DOI：10.1080/00397910903457381

  日期：2010.11.3

  The synthesis of -aminonitriles by a direct three component Strecker reaction has been achieved in water, which is found to be an inexpensive, non-toxic and eco-friendly reaction medium for the nucleophilic addition. This protocol is effective to a wide variety of substrates with different functional groups and does not require the use any other catalyst.
• TITANIUM COMPOUND AND PROCESS FOR ASYMMETRIC CYANATION OF IMINES
  申请人：Seayad Abdul Majeed

  公开号：US20100185000A1

  公开（公告）日：2010-07-22

  The present invention relates to titanium catalysts for asymmetric synthesis reactions produced by bringing a reaction mixture obtained by contacting water and a titanium alkoxide into contact with an optically active ligand represented by the general formula (a), wherein R 1 , R 2 , R 3 , and R 4 are independently a hydrogen atom, an alkyl group, or the like, and A* represents a group with two or more carbon atoms having an asymmetric carbon atom or axial asymmetry. The invention further relates to a process for asymmetric cyanation of imines, wherein the process comprises reacting an imine with a cyanating agent in the presence of the titanium catalyst.
• [EN] TITANIUM COMPOUND AND PROCESS FOR ASYMMETRIC CYANATION OF IMINES<br/>[FR] COMPOSÉ DU TITANE ET PROCÉDÉ DE CYANATION ASYMÉTRIQUE D'IMINES
  申请人：AGENCY SCIENCE TECH & RES

  公开号：WO2009041919A1

  公开（公告）日：2009-04-02

  The present invention relates to titanium catalysts for asymmetric synthesis reactions produced by bringing a reaction mixture obtained by contacting water and a titanium alkoxide into contact with an optically active ligand represented by the general formula (a), wherein R1, R2, R3, and R4 are independently a hydrogen atom, an alkyl group, or the like, and A* represents a group with two or more carbon atoms having an asymmetric carbon atom or axial asymmetry. The invention further relates to a process for asymmetric cyanation of imines, wherein the process comprises reacting an imine with a cyanating agent in the presence of the titanium catalyst.