1-(4-bromophenyl)-1,3-dihydro-2H-benzoimidazol-2-one | 1042308-64-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 1-(4-bromophenyl)-1,3-dihydro-2H-benzoimidazol-2-one
• 英文别名: 1-(4-bromophenyl)- 1,3-dihydro-2H-benzo[d]imidazol-2-one；1-(4-bromophenyl)-1H-benzo[d]imidazol-2(3H)-one；1-(4-bromo-phenyl)-1,3-dihydro-benzoimidazol-2-one；3-(4-bromophenyl)-1H-benzimidazol-2-one
• CAS: 1042308-64-4
• 化学式: C₁₃H₉BrN₂O
• 分子量: 289.131
• InChiKey: XNEHFVDBJRFCNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(4-bromophenyl)-1,3-dihydro-2H-benzoimidazol-2-one 在 1,4-双(二苯基膦丁烷)二氯化钯 盐酸 、 sodium carbonate 、 potassium iodide 、 三氯氧磷 作用下， 以 乙二醇二甲醚 、 水 、 异丙醇 、 乙腈 为溶剂， 反应 5.61h， 生成 N-{5-chloro-4'-[2-cyclopropylimino-3-(1H-indol-4-ylmethyl)-2,3-dihydro-benzoimidazol-1-yl]-biphenyl-2-yl}-acetamide
  参考文献：
  名称：

  [EN] BIPHENYL SUBSTITUTED 1,3-DIHYDRO-BENZOIMIDAZOL-2-YLIDENEAMINE DERIVATIVES
  [FR] DÉRIVÉS DE 1,3-DIHYDRO-BENZOIMIDAZOL-2-YLIDÈNE-AMINE À SUBSTITUTION BIPHÉNYLE

  摘要：

  这项发明涉及公式（I）的新衍生物，其中取代基如规范中所定义；制备这种衍生物的方法；包括这种衍生物的药物组合物；将这种衍生物用作药物；将这种衍生物用于治疗一个或多个IGF-1 R介导的疾病。

  公开号：

  WO2011157787A1
• 作为产物：
  描述：

  N-(4-bromo-phenyl)-N'-(2-iodo-phenyl)-urea 在 copper(l) iodide 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二甲基亚砜 为溶剂， 反应 0.33h， 以92%的产率得到1-(4-bromophenyl)-1,3-dihydro-2H-benzoimidazol-2-one
  参考文献：
  名称：

  Copper-Catalyzed Intramolecular Cyclization to N-Substituted 1,3-Dihydrobenzimidazol-2-ones

  摘要：

  An efficient and convenient method was developed for preparing N-substituted 1,3-dihydrobenzimidazol-2-ones from N'-substituted N-(2-halophenyl)ureas via a Cul/DBU-catalyzed cyclization in DMSO under microwave heating. High yields were obtained and a variety of functional groups were tolerated under these conditions, including N'-aryl, alkyl, heterocyclic, various N-(substituted 2-halophenyl) and N-(2-iodopyridyl)ureas.

  DOI：

  10.1021/ol8011106

文献信息

• Chan-Lam cross-coupling reaction based on the Cu 2 S/TMEDA system
  作者：Kateřina Janíková、Lukáš Jedinák、Tereza Volná、Petr Cankař

  DOI：10.1016/j.tet.2017.12.042

  日期：2018.2

  several pinacol or neopentylglycol boronates indicated further potential of the catalyst. The reaction conditions tolerate the hydroxyl and bromo functional groups. The catalytic system also enables to synthesize the mono-N-substituted anilines from primary aliphatic amines. However, the two model compounds for the secondary and aromatic amines, piperidine and aniline, do not react. Two sterically demanding

  基于Chan-Lam交叉偶联反应，开发了一种基于使用稳定铜（I）源的现成Cu 2 S / TMEDA系统的催化剂。用1 H-苯并[ d ]咪唑-2（3 H）-1，1 H-苯并[ d ]咪唑和1 H-咪唑以及缺电子，富电子和在室温下，在大气氧的存在下，对空间需求量高的硼酸，以中等至极好的收率得到交叉偶联的产物。另外，1 H-苯并[ d]的偶联反应]咪唑与几种频哪醇或新戊二醇硼酸酯表明该催化剂的进一步潜力。反应条件容许羟基和溴官能团。该催化体系还能够由伯脂族胺合成单-N-取代的苯胺。但是，仲胺和芳族胺的两种模型化合物哌啶和苯胺不会反应。两个空间要求的产品与受限Ç N键的旋转，通过将合成的Ñ 1的-arylation ħ -苯并[ d ]咪唑-2（3 H ^） -酮与ö-甲苯磺酸，能够确认由Chan-Lam交叉偶联反应制得的阻转异构体。此外，已经报道了一锅Chan-Lam和Suzuki-Miyaura反应的例子。
• 벤조 이미다졸론 유도체 유기발광 화합물 및 이를 포함하는 유기 전계 발광 소자
  申请人：CMDL Co.,Ltd. (주)씨엠디엘(120170170502) Corp. No ▼ 161511-0210660BRN ▼171-81-00621

  公开号：KR20210039248A

  公开（公告）日：2021-04-09

  하기 화학식 a로 표시되는 벤조 이미다졸론 유도체 유기발광 화합물이 제공된다. [화학식 a] 상기 벤조 이미다졸론 유도체 유기발광 화합물은 유기 전계발광 소자에 포함시 적절한 에너지 준위, 전기 화학적 안정성 및 열적 안정성등을 모두 우수하게 만족시킬 수 있다.

  The compound of benzimidazolone derivative organic light-emitting compound represented by the chemical formula a is provided. [Chemical formula a] The benzimidazolone derivative organic light-emitting compound can excellently satisfy suitable energy levels, electrochemical stability, and thermal stability when included in organic electroluminescent devices.
• Selenium‐Catalyzed Carbonylative Synthesis of 2‐Benzimidazolones from 2‐Nitroanilines with TFBen as the CO Source
  作者：Xinxin Qi、Rong Zhou、Jin‐Bao Peng、Jun Ying、Xiao‐Feng Wu

  DOI：10.1002/ejoc.201801739

  日期：2019.9

  A selenium‐catalyzed carbonylative reaction for the synthesis of 2‐benzimidazolones from 2‐nitroanilines has been developed. In this strategy, to avoid the usage of toxic CO gas, TFBen (benzene‐1,3,5‐triyl triformate) was used as a solid and stable CO precursor, and a variety of desired 2‐benzimidazolones were produced in moderate to excellent yields.

  已开发了一种硒催化的羰基化反应，用于从2-硝基苯胺合成2-苯并咪唑酮。在此策略中，为避免使用有毒的CO气体，TFBen（苯-1,3,5-三甲酸酯三甲酸酯）被用作固体和稳定的CO前体，并且生产了各种所需的2-苯并咪唑酮，其中中等至极好。产量。
• BIPHENYL SUBSTITUTED 1,3-DIHYDRO-BENZOIMIDAZOL-2-YLIDENEAMINE DERIVATIVES
  申请人：Berst Frederic

  公开号：US20130090342A1

  公开（公告）日：2013-04-11

  The invention relates to new derivatives of formula (I), wherein the substituents are as defined in the specification; to processes for the preparation of such derivatives; pharmaceutical compositions comprising such derivatives; such derivatives as a medicament; such derivatives for the treatment of one or more IGF-1R mediated disorders or diseases.

  该发明涉及公式（I）的新衍生物，其中取代基如规范中定义；制备这种衍生物的过程；包含这种衍生物的药物组合物；这种衍生物作为药物；这种衍生物用于治疗一个或多个IGF-1R介导的疾病或疾病的方法。
• NITROGENATED HETEROCYCLIC DERIVATIVE, ELECTRON-TRANSPORTING MATERIAL FOR ORGANIC ELECTROLUMINESCENT ELEMENTS, AND ORGANIC ELECTROLUMINESCENT ELEMENT USING SAME
  申请人：Mizutani Sayaka

  公开号：US20130306955A1

  公开（公告）日：2013-11-21

  A specific nitrogen-containing heterocyclic compound having a urea structure, an electron transporting material containing the nitrogen-containing heterocyclic compound, and an organic electroluminescence device including a light emitting layer and an electron transporting layer between a cathode and an anode in which the electron transporting layer includes the electron transporting material or the nitrogen-containing heterocyclic derivative. An organic EL device exhibiting high emission efficiency even at low voltage and a material for organic EL devices are described.