3,3-dimethyl-11-(3-chlorophenyl)-2,3,4,5,10,11-hexahydro-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-11-(3-chlorophenyl)-2,3,4,5,10,11-hexahydro-1H-dibenzo[b,e][1,4]diazepin-1-one
• 英文别名: 6-(3-chlorophenyl)-9,9-dimethyl-6,8,10,11-tetrahydro-5H-benzo[b][1,4]benzodiazepin-7-one
• 化学式: C₂₁H₂₁ClN₂O
• 分子量: 352.864
• InChiKey: BMOALXSFLKYPSQ-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 、 3-氯苯甲醛 、 邻苯二胺 在 sulfated polyborate 作用下， 以 neat (no solvent) 为溶剂， 反应 0.17h， 以93%的产率得到3,3-dimethyl-11-(3-chlorophenyl)-2,3,4,5,10,11-hexahydro-1H-dibenzo[b,e][1,4]diazepin-1-one
  参考文献：
  名称：

  一种可重复使用的硫酸化多硼酸盐催化的4-取代的1,5-苯并二氮杂卓合成的高效，环保，无溶剂方案

  摘要：

  通过邻苯二胺，二甲酮与硫酸化多硼酸酯催化的各种醛的三组分反应，开发了一种高效，环保的方法，用于一锅无溶剂合成4-取代的1,5-苯并二氮杂s。本方法的主要优点是优良的收率，较短的反应时间，简单的实验步骤，容易的后处理，无溶剂的反应条件，催化剂的可回收性以及耐受各种官能团的能力，这使得经济且生态奖励。

  DOI：

  10.1016/j.tetlet.2017.10.030

文献信息

• A Novel Magnetic Nanocatalyst Fe3O4@TiO2-H5IO6 for the Green Synthesis of 4-Substituted-1,5-benzodiazepine Derivatives
  作者：Fatemeh Ahmadzadeh Fatemeh Ahmadzadeh、Bahador Karami Bahador Karami、Mahnaz Farahi and Jamileh Etemad Mahnaz Farahi and Jamileh Etemad

  DOI：10.52568/000589/jcsp/43.04.2021

  日期：——

  In this study, periodic acid-functionalized magnetic support (Fe3O4@TiO2-H5IO6) as a new, benign and recyclable nanocatalyst was prepared by anchoring / periodic acid onto TiO2-coated nano-Fe3O4. This catalyst was applied to achieve a high-efficiency, low-cost and eco-friendly approach for synthesizing 4-substituted-1,5-benzodiazepines with the multicomponent reactions of aromatic aldehydes, o-phenylenediamine, and dimedone. The / periodic acid group on Fe3O4@TiO2 possesses both Lewis and Brand#248;nsted acidity, which is responsible for the high catalyst activity. The obtained results show that the catalyst performance has been acceptable in the presented research. / The catalyst could be recovered and reused up to six times without any notable decrease in its activity.

  本研究将周期性酸锚定/周期性酸锚定在 TiO2 包覆的纳米 Fe3O4 上，制备了周期性酸官能化磁性载体（ @TiO2-H5IO6），作为一种新型、良性和可回收的纳米催化剂。该催化剂被用于芳香醛、邻苯二胺和二咪酮的多组分反应，以实现高效、低成本和环保型方法合成 4-取代的-1,5-苯并二氮杂卓。 @TiO2 上的/周期酸基同时具有路易斯酸和勃氏酸性，这是催化剂具有高活性的原因。研究结果表明，本研究的催化剂性能是可以接受的。/ 该催化剂可回收和重复使用达六次，其活性没有明显降低。
• Ultrasound Assisted 1,4-diazabicyclo[2.2.2] Octaniumdiacetate Multicomponent Synthesis of Benzodiazepines: A Novel, Highly Efficient and Green Protocol
  作者：Shahriar Sarhandi、Leila Zare Fekri、Esmaeil Vessaly

  DOI：10.17344/acsi.2017.3723

  日期：2018.3.20

  A simple and efficient method is presented for the synthesis of benzodiazepines through the multicomponent reaction of o-phenylenediamine, various aldehydes and 5,5-dimethylcyclohexane-1,3-dione (dimedone) in the presence of the acidic bis ionic liquid 1,4-diazabicyclo[2.2.2] octanium diacetate under ultrasound irradiation. The ionic liquid used is recoverable and reusable. This procedure is simple and environmentally friendly, and offers easy work-up, mild conditions and excellent yield in a short reaction time. All of the synthesized compounds were characterized by IR, H-1 NMR, mass spectrometry and elemental analysis.
• Ahmadzadeh, Fatemeh; Etemad, Jamileh; Farahi, Mahnaz, Journal of the Chemical Society of Pakistan, 2021, vol. 43, # 4, p. 456 - 465
  作者：Ahmadzadeh, Fatemeh、Etemad, Jamileh、Farahi, Mahnaz、Karami, Bahador

  DOI：——

  日期：——