2-(3-chloropropyl)benzoxazole | 51111-00-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: 2-(3-chloropropyl)benzoxazole
• 英文别名: 2-(3-Chloropropyl)-1,3-benzoxazole
• CAS: 51111-00-3
• 化学式: C₁₀H₁₀ClNO
• mdl: MFCD11187370
• 分子量: 195.648
• InChiKey: NCCSSFGYRMYCFK-UHFFFAOYSA-N

物化性质

• 沸点：
  289.1±23.0 °C(Predicted)
• 密度：
  1.220±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  26
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(3-chloropropyl)benzoxazole 在 sodium hydroxide 、 sodium iodide 作用下， 以 甲醇 为溶剂， 反应 29.0h， 生成 3-benzooxazol-2-yl-propan-1-ol
  参考文献：
  名称：

  与氧杂和氮杂苯并环烯酮的施密特反应

  摘要：

  将五，七和八元环氧杂-和氮杂苯并环烯酮进行了Schmidt反应，确定了相应异构体重排产物的比例，并将其与六元环氧杂-和氮杂苯并环烯酮的比例进行了比较。

  DOI：

  10.1002/jhet.5570100501
• 作为产物：
  描述：

  2-(3-bromopropyl)benzooxazole 在 1,2-二氯乙烷 、 三苯基膦 作用下， 反应 72.0h， 以88%的产率得到2-(3-chloropropyl)benzoxazole
  参考文献：
  名称：

  Selective syntheses of benzoxazoles and N-(2-hydroxyaryl)pyrrolidin-2-ones from the corresponding cyclopropyl amides with PPh3/CX4

  摘要：

  Benzoxazoles 2 can be smoothly synthesized by treatment of starting materials of N-(2-hydroxyaryl) cyclopropyl amides 1 with PPh3/CCl4 in acetonitrile in good yields. When PPh3/CBr4/MS 4 was used in the reaction system, the corresponding ring-expanding products 3 were obtained in moderate to good yields in acetonitrile at 80 degrees C. Using DCE as a solvent in this reaction, the corresponding 2-(3-chloropropyl)benzoxazoles 5 were obtained as major products. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.11.077

文献信息

• Carbon−Carbon Bond Cleavage of Diynes through the Hydroamination with Transition Metal Catalysts
  作者：Tomohiro Shimada、Yoshinori Yamamoto

  DOI：10.1021/ja034105o

  日期：2003.6.1

  The C-C bond cleavage of terminal and internal diynes takes place readily in the presence of catalytic amounts of Ru3(CO)12 or Pd(NO3)2 and of 2-aminophenol, giving the corresponding benzoxazoles and ketones in good to high yields. There are two different modes of the bond cleavage: (a) an alkyne C-C triple bond is cleaved, and (b) the C-C single bond between the two alkyne groups is cleaved.

  在催化量的 Ru3(CO)12 或 Pd(NO3)2 和 2-氨基苯酚存在下，末端和内部二炔的 CC 键断裂很容易发生，从而以良好或高产率得到相应的苯并恶唑和酮。有两种不同的键断裂模式：(a) 炔烃 CC 三键断裂，和 (b) 两个炔基之间的 CC 单键断裂。
• Functionalized Orthoesters as Powerful Building Blocks for the Efficient Preparation of Heteroaromatic Bicycles
  作者：Gulluzar Bastug、Christophe Eviolitte、István E. Markó

  DOI：10.1021/ol301472a

  日期：2012.7.6

  By combining substituted anilines with functionalized orthoesters, an efficient and connective methodology for the preparation of benzoxazole, benzothiazole, and benzimidazole derivatives has been established. The versatility of this approach enables the development of new libraries of heterocycles containing multifunctional sites.

  通过将取代的苯胺与官能化的原酸酯组合，已建立了一种高效且结缔的方法，用于制备苯并恶唑，苯并噻唑和苯并咪唑衍生物。这种方法的多功能性使得能够开发包含多功能位点的杂环新库。
• Photoredox Activation of Inert Alkyl Chlorides for the Reductive Cross‐Coupling with Aromatic Alkenes
  作者：Jordi Aragón、Suyun Sun、David Pascual、Sebastian Jaworski、Julio Lloret‐Fillol

  DOI：10.1002/anie.202114365

  日期：2022.5.16

  The photoredox activation of inert chloroalkanes for the cross-coupling reaction with olefins, with a broad functional group tolerance under mild conditions is presented. By combining UV/Vis spectroscopy, EPR, radical clock and deuterium-labelling experiments, [Ni(Py2Tstacn)]+ is proposed to be catalytically competent to activate the Csp3−Cl bond, forming a free radical, which reacts with the alkene

  介绍了惰性氯代烷烃与烯烃交叉偶联反应的光氧化还原活化，在温和条件下具有广泛的官能团耐受性。通过结合 UV/Vis 光谱、EPR、自由基钟和氘标记实验，[Ni(Py 2 Ts tacn)] +被认为具有催化活性来激活 Csp 3 -Cl 键，形成自由基，与烯烃。
• Novel aminodicarboxylic acid derivatives having pharmaceutical properties
  申请人：Alonso-Alija Cristina

  公开号：US20060094769A1

  公开（公告）日：2006-05-04

  The invention relates to compounds of formulae (II), (IV), and (VI) as shown below, wherein the several variable groups are as defined in the specification and claims. Processes for making these materials, and methods for using them in the synthesis of compounds for treatment of cardiovascular disorders and fibrotic disorders are also disclosed.

  本发明涉及以下式子（II），（IV）和（VI）的化合物，其中各个变量基团如规范和要求中所定义。还公开了制备这些材料的过程以及将它们用于合成治疗心血管疾病和纤维化疾病的化合物的方法。
• NOVEL AMINODICARBOXYLIC ACID DERIVATIVES HAVING PHARMACEUTICAL PROPERTIES
  申请人：Alonso-Alija Cristina

  公开号：US20090203906A1

  公开（公告）日：2009-08-13

  The invention relates to compounds of formulae (II), (IV), and (VI) as shown below, wherein the several variable groups are as defined in the specification and claims. Processes for making these materials, and methods for using them in the synthesis of compounds for treatment of cardiovascular disorders and fibrotic disorders are also disclosed.

  本发明涉及以下式子的化合物（II），（IV）和（VI），其中各个变量基团如规范和权利要求中所定义。还公开了制造这些材料的过程以及在合成用于治疗心血管疾病和纤维化疾病的化合物的方法中使用它们的方法。