3,3-dimethyl-2,3,4,5,10,11-hexahydro-11-[(2-chloro)phenyl]-1H-dibenzo[b,e][1,4]diazepin-1-one

• 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: 3,3-dimethyl-2,3,4,5,10,11-hexahydro-11-[(2-chloro)phenyl]-1H-dibenzo[b,e][1,4]diazepin-1-one
• 英文别名: 6-(2-chlorophenyl)-8,8-dimethyl-6,7,9,11-tetrahydro-5H-benzo[b][1,4]benzodiazepin-10-one
• 化学式: C₂₁H₂₁ClN₂O
• 分子量: 352.864
• InChiKey: DGDGYRQUDNGLIF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5,5-二甲基-1,3-环己二酮 在 chitosan-supported superparamagnetic iron oxide nanocomposite 、 chitosan supported superparamagnetic iron oxide nanocomposite 作用下， 以 乙醇 为溶剂， 反应 2.17h， 生成 3,3-dimethyl-2,3,4,5,10,11-hexahydro-11-[(2-chloro)phenyl]-1H-dibenzo[b,e][1,4]diazepin-1-one
  参考文献：
  名称：

  An efficient synthesis of benzodiazepine derivatives via a one-pot, three-component reaction accelerated by a chitosan-supported superparamagnetic iron oxide nanocomposite

  摘要：

  This work describes the catalytic ability of Fe3O4@chitosan as an environmentally benign and stable composite nanocatalyst for the synthesis of benzodiazepine derivatives starting from o-phenylenediamine, dimedone, and different aldehydes via a one-pot, three-component reaction at room temperature. High-to-excellent yields, easy work-up, reusability of the nanocatalyst, and non-toxicity are some of the advantages of this protocol. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.10.120

文献信息

• Synthesis of benzodiazepines catalyzed by CoFe₂O₄@SiO₂-PrNH₂ nanoparticles as a reusable catalyst
  作者：Naiereh Sadat Miri、Javad Safaei-Ghomi

  DOI：10.1515/znb-2017-0023

  日期：2017.6.27

  CoFe₂O₄@SiO₂-PrNH₂ nanoparticles have been used as an efficient catalyst for the preparation of benzodiazepines by multi-component reactions of 1,2-phenylenediamine, dimedone, different aldehydes or Meldrum’s acid and isocyanides. This method provides several advantages including mild reaction conditions, the applicability to a wide range of substrates, the reusability of the catalyst and low catalyst loading.

  CoFe₂O₄@SiO₂-PrNH₂纳米颗粒已被用作1,2-苯二胺、二甲酮、不同醛类或梅尔德鲁姆酸和异氰酸的多组分反应制备苯二氮䓬类化合物的高效催化剂。该方法具有多种优点，包括温和的反应条件、适用于广泛的底物、催化剂的可重复使用性和低催化剂负载量。
• Synthesis of benzodiazepines catalyzed by chitosan functionalized by triacid imide as a superior catalyst
  作者：Mozhgan Esfandiari、Ali Kareem Abbas、Mohammad Reza Vakili、Hossein Shahbazi-Alavi、Javad Safaei-Ghomi

  DOI：10.1007/s11164-020-04281-x

  日期：2021.2

  Chitosan functionalized by triacid imide has been applied as an effective catalyst for the synthesis of benzodiazepines by one-pot reactions of 1,2-phenylenediamine with dimedone and aryl aldehydes or isocyanides and Meldrum’s acid. Chitosan functionalized by triacid imide was confirmed by FT-IR (infrared spectroscopy), XRD (X-ray diffraction), DSC (differential scanning calorimetry) and TGA (thermogravimetric analysis). To investigate the scope and limitation of this reaction, different aryl aldehydes and isocyanides were used as substrates. Good yields in short reaction times, experimental simplicity, extensive range of products, retrieval of the catalyst and low catalyst loading are some of the substantial aspects of this method.

  功能化三酸酰亚胺的壳聚糖被应用于通过一次性反应合成苯二氮杂烯类化合物，该反应涉及1,2-苯二胺与二甲酮、芳香醛或异氰酸酯及梅尔德鲁姆酸的反应。通过FT-IR（红外光谱）、XRD（X射线衍射）、DSC（差示扫描量热法）和TGA（热重分析）确认了功能化三酸酰亚胺的壳聚糖。为了研究该反应的范围和局限性，使用了不同的芳香醛和异氰酸酯作为底物。该方法的几个重要特点包括短反应时间内得到良好的产率、实验简便、产品范围广泛、催化剂可回收及低催化剂用量。
• An efficient synthesis of benzodiazepine derivatives via a one-pot, three-component reaction accelerated by a chitosan-supported superparamagnetic iron oxide nanocomposite
  作者：Ali Maleki、Maryam Kamalzare

  DOI：10.1016/j.tetlet.2014.10.120

  日期：2014.12

  This work describes the catalytic ability of Fe3O4@chitosan as an environmentally benign and stable composite nanocatalyst for the synthesis of benzodiazepine derivatives starting from o-phenylenediamine, dimedone, and different aldehydes via a one-pot, three-component reaction at room temperature. High-to-excellent yields, easy work-up, reusability of the nanocatalyst, and non-toxicity are some of the advantages of this protocol. (C) 2014 Elsevier Ltd. All rights reserved.