1,3-bis(2-isopropylphenyl)imidazolium chloride | 1096001-25-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,3-bis(2-isopropylphenyl)imidazolium chloride
• 英文别名: IPrp*HCl；1,3-Bis(2-propan-2-ylphenyl)imidazol-1-ium;chloride
• CAS: 1096001-25-0
• 化学式: C₂₁H₂₅N₂*Cl
• 分子量: 340.896
• InChiKey: XIPGUXWKJJCMPS-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.0
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  8.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N,N-二甲基苄胺 、 1,3-bis(2-isopropylphenyl)imidazolium chloride 、 palladium dichloride 在 K₂CO₃ 作用下， 以 乙腈 为溶剂， 以86%的产率得到(1,3-bis(2-isopropylphenyl)imidazolyl-2-ylidene)Pd(N,N-dimethylbenzylamine(-1H)-κ2N,C)Cl
  参考文献：
  名称：

  Practical One-Pot, Three-Component Synthesis of N-Heterocyclic Carbene (NHC) Ligated Palladacycles Derived from N,N-Dimethylbenzylamine

  摘要：

  Further explorations of the catalytic potential of N-heterocyclic carbene (NHC) ligated palladacycles as catalysts for Pd-mediated transformations have been hampered by the lack of general and practical methods for their synthesis. In this work, we describe a novel, practical approach to NHC-ligated palladacycles by a three-component, one-pot reaction of imidazoliurn salts, PdCl2, and N,N-dimethylbenzylamine in the presence of excess K2CO3 under reflux in reagent-grade acetonitrile in air. 1,3-Diarylimidazolium salts afford the corresponding NHC-Pd(dmba)Cl (dmba = N,N-dimethylbenzylamine-k(2) N,C) complexes in > 80% yield. The conversion of 1,3-diaryl-4,5-dihydroimidazolium and 1,3-dialkylimidazolium or benzimidazolium salts requires the use of stronger base (Cs2CO3) and/or higher temperature (100 degrees C). The Pd-bound chloride anion can be exchanged with silver salts or sodium salts. The NHC-palladacycle adducts have been characterized by single-crystal X-ray crystallography.

  DOI：

  10.1021/om8008475

文献信息

• Process for producing arylamine
  申请人：Kubo Shinji

  公开号：US20060069287A1

  公开（公告）日：2006-03-30

  A process for producing an arylamine is provided which is characterized by reacting an aromatic halogen compound with an aromatic amine in the presence of an organic salt selected from specific pyridinium salts, imidazolium salts and quaternary onium salts, a copper catalyst, and a base. Thus, the reaction of even an aromatic halogen compound substituted by an electron-donating group proceeds efficiently, and an inexpensive chlorinated aromatic compound or brominated aromatic compound is usable, and an arylamine, in particular a triarylamine or diarylamine, having a high purity can be produced at low cost.

  提供了一种生产芳基胺的方法，其特征在于在特定吡啶盐、咪唑盐和季铵盐中选择有机盐、铜催化剂和碱的存在下，将芳香卤素化合物与芳香胺反应。因此，即使是带有电子供体基团的芳香卤素化合物的反应也可以高效地进行，可以使用廉价的氯化芳香化合物或溴化芳香化合物，并且可以以低成本生产高纯度的芳基胺，特别是三芳基胺或二芳基胺。
• 6,6-Bicyclic Ring Substituted Heterobicyclic Protein Kinase Inhibitors
  申请人：Arnold Lee D.

  公开号：US20120196847A1

  公开（公告）日：2012-08-02

  Compounds of the formula and pharmaceutically acceptable salts thereof, wherein X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 , R 1 , and Q 1 are defined herein, inhibit the IGF-1R enzyme and are useful for the treatment and/or prevention of hyperproliferative diseases such as cancer, inflammation, psoriasis, allergy/asthma, disease and conditions of the immune system, disease and conditions of the central nervous system.

  该公式的化合物及其药学上可接受的盐，其中X1、X2、X3、X4、X5、X6、X7、R1和Q1的定义如下，可抑制IGF-1R酶，并且对于治疗和/或预防增生性疾病，如癌症、炎症、银屑病、过敏/哮喘、免疫系统疾病和疾病和中枢神经系统疾病和状况是有用的。
• US7273953B2
  申请人：——

  公开号：US7273953B2

  公开（公告）日：2007-09-25
• Practical One-Pot, Three-Component Synthesis of N-Heterocyclic Carbene (NHC) Ligated Palladacycles Derived from <i>N</i>,<i>N</i>-Dimethylbenzylamine
  作者：Eric Assen B. Kantchev、Jackie Y. Ying

  DOI：10.1021/om8008475

  日期：2009.1.12

  Further explorations of the catalytic potential of N-heterocyclic carbene (NHC) ligated palladacycles as catalysts for Pd-mediated transformations have been hampered by the lack of general and practical methods for their synthesis. In this work, we describe a novel, practical approach to NHC-ligated palladacycles by a three-component, one-pot reaction of imidazoliurn salts, PdCl2, and N,N-dimethylbenzylamine in the presence of excess K2CO3 under reflux in reagent-grade acetonitrile in air. 1,3-Diarylimidazolium salts afford the corresponding NHC-Pd(dmba)Cl (dmba = N,N-dimethylbenzylamine-k(2) N,C) complexes in > 80% yield. The conversion of 1,3-diaryl-4,5-dihydroimidazolium and 1,3-dialkylimidazolium or benzimidazolium salts requires the use of stronger base (Cs2CO3) and/or higher temperature (100 degrees C). The Pd-bound chloride anion can be exchanged with silver salts or sodium salts. The NHC-palladacycle adducts have been characterized by single-crystal X-ray crystallography.