2,4-bis(4-chlorophenyl)-2,7,8-trimethyl-2,3-dihydro-1H-benzo[b][1,4]diazepine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: 2,4-bis(4-chlorophenyl)-2,7,8-trimethyl-2,3-dihydro-1H-benzo[b][1,4]diazepine
• 英文别名: 2,4-Bis(4-chlorophenyl)-2,7,8-trimethyl-1,3-dihydro-1,5-benzodiazepine
• 化学式: C₂₄H₂₂Cl₂N₂
• 分子量: 409.358
• InChiKey: GWTDIMGRTBRIGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  24.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对氯苯乙酮 、 4，5-二甲基-1，2-苯二胺 在 graphite oxide 作用下， 以 neat (no solvent) 为溶剂， 反应 0.5h， 以91%的产率得到2,4-bis(4-chlorophenyl)-2,7,8-trimethyl-2,3-dihydro-1H-benzo[b][1,4]diazepine
  参考文献：
  名称：

  氧化石墨：一种无金属的高效碳催化剂，可在室温和无溶剂加热条件下合成1,5-苯并二氮杂s

  摘要：

  我们报告了一种在室温和无溶剂加热条件下合成1,5-苯并二氮杂pine的可持续且无金属的碳催化剂，氧化石墨。

  DOI：

  10.1039/c6gc03110b

文献信息

• Zirconium(IV) chloride-catalyzed synthesis of 1,5-benzodiazepine derivatives
  作者：K Srinivasa Reddy、Ch. Venkateshwar Reddy、M Mahesh、K Rosi Reddy、P VK Raju、V V Narayana Reddy

  DOI：10.1139/v07-019

  日期：2007.3.1

  Zirconium tetrachloride efficiently catalyzes the cyclocondensation reaction of o-phenylenediamine and a ketone in refluxing 1,2-dichloroethane to afford the corresponding 2,3-dihydro-1H-1,5-benzod...

  四氯化锆在回流1,2-二氯乙烷中高效催化邻苯二胺与酮的环缩合反应，得到相应的2,3-二氢-1H-1,5-苯甲...
• A green and sustainable approach for the synthesis of 1,5-benzodiazepines and spirooxindoles in one-pot using a MIL-101(Cr) metal–organic framework as a reusable catalyst
  作者：Fillip Kumar Sarkar、Ajay Gupta、Ramen Jamatia、Jasha Momo H. Anal、Amarta Kumar Pal

  DOI：10.1039/d1nj03176g

  日期：——

  MIL-101(Cr) has been efficiently utilized for the synthesis of biologically relevant heterocycles such as 1,5-benzodiazepines and spirooxindoles in one-pot. MIL-101(Cr) was prepared via a solvothermal method and characterized by FT-IR, PXRD, SEM, TEM, EDX, and ICP-OES analysis. Thermogravimetric analysis (TGA) described its high thermal stability. Low catalyst loading, easy separation, reusability, and high

  金属-有机骨架 MIL-101(Cr) 已被有效地用于合成生物相关的杂环，如 1,5-苯二氮卓类和螺环吲哚。MIL-101(Cr) 是通过溶剂热法制备的，并通过 FT-IR、PXRD、SEM、TEM、EDX 和 ICP-OES 分析进行表征。热重分析 (TGA) 描述了其高热稳定性。低催化剂负载、易于分离、可重复使用和高产率是该协议的一些显着特点。无溶剂反应条件 (SFRC) 或水作为溶剂是绿色和可持续工艺开发领域的一些额外优势。
• NBS as an efficient catalyst for the synthesis of 1,5-benzodiazepine derivatives under mild conditions
  作者：Chun-Wei Kuo、Shivaji V. More、Ching-Fa Yao

  DOI：10.1016/j.tetlet.2006.09.128

  日期：2006.11

  Various biologically important 1,5-benzodiazepine derivatives were efficiently synthesized in excellent yields using catalytic amounts of NBS (10 mol %). This inexpensive, nontoxic, and readily available catalyst efficiently catalyzes the condensation of several aromatic as well as aliphatic ketones with substituted o-phenylenediamines.

  使用催化量的NBS（10 mol％），以优异的产率有效地合成了各种生物学上重要的1,5-苯并二氮杂pine衍生物。这种廉价，无毒且易于获得的催化剂有效地催化了几种芳香族以及脂肪族酮与取代的邻苯二胺的缩合。
• Efficient TCT-catalyzed Synthesis of 1,5-Benzodiazepine Derivatives under Mild Conditions
  作者：Chun-Wei Kuo、Chun-Chao Wang、Veerababurao Kavala、Ching-Fa Yao

  DOI：10.3390/molecules13092313

  日期：——

  2,4,6-Trichloro-1,3,5-triazine (TCT) efficiently catalyzed the condensation reactions between 1,2-diamines and various enolizable ketones to afford 1,5-benzodiazepines in good to excellent yields. Simple and mild reaction conditions, the use of a cheap catalyst and easy workup and isolation are notable features of this method.

  2,4,6-三氯-1,3,5-三嗪（TCT）有效地催化1,2-二胺与各种可烯醇化的酮之间的缩合反应，从而以良好或优异的收率得到1,5-苯并二氮杂pine。简单和温和的反应条件，使用廉价的催化剂以及易于后处理和分离是该方法的显着特征。
• Chitosan-supported Fe3O4 nanoparticles: a magnetically recyclable heterogeneous nanocatalyst for the syntheses of multifunctional benzimidazoles and benzodiazepines
  作者：Ali Maleki、Nakisa Ghamari、Maryam Kamalzare

  DOI：10.1039/c3ra47366j

  日期：——

  An environmentally benign and clean biopolymer-based heterogeneous nanocatalyst was prepared and its properties and morphology were characterized using scanning electron microscopy (SEM), energy-dispersive X-ray spectroscopy (EDX) and X-ray diffraction (XRD). Then, its catalytic activity was investigated in two important organic reactions. In these reactions, efficient and selective syntheses of 1,2-disubstituted benzimidazole and 1,5-benzodiazepine derivatives were carried out using 1,2-diamines and aldehydes or ketones in the presence of a catalytic amount of magnetically recoverable chitosan-supported iron oxide nanoparticles (Fe3O4/chitosan), as a biodegradable nanocomposite, in ethanol at ambient temperature in high yields. The Fe3O4/chitosan nanocatalyst can be recovered easily and reused without any significant loss of the catalytic activity.

  制备了一种环境友好且清洁的生物聚合物基异质纳米催化剂，并通过扫描电子显微镜（SEM）、能量色散X射线光谱（EDX）和X射线衍射（XRD）对其性质和形态进行了表征。随后，研究了其在两种重要有机反应中的催化活性。在这些反应中，使用1,2-二胺和醛或酮在催化量的可磁回收壳聚糖支持铁氧化物纳米颗粒（Fe3O4/壳聚糖）的存在下，在室温下的乙醇中高效且选择性地合成了1,2-取代的苯并咪唑和1,5-苯并二氮杂卓衍生物。 /壳聚糖纳米催化剂可以轻松回收并重复使用，且没有显著的催化活性损失。