2,3-dihydro-2-(4'-methylphenyl)-4-phenyl-1H-1,5-benzodiazepine

• 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: 2,3-dihydro-2-(4'-methylphenyl)-4-phenyl-1H-1,5-benzodiazepine
• 英文别名: 2-(4-methylphenyl)-4-phenyl-1H,2H,3H-benzo[b]1,4-diazepine；4-phenyl-2-(p-tolyl)-2,3-dihydro-1H-benzo[b][1,4]diazepine；4-phenyl-2-p-tolyl-2,3-dihydro-1H-1,5-benzodiazepine；2-(4-methylphenyl)-4-phenyl-2,3-dihydro-1H-1,5-benzodiazepine
• 化学式: C₂₂H₂₀N₂
• 分子量: 312.414
• InChiKey: MQURZQLYCKLJES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 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：

  3-(4-甲基苯基)-1-苯基-丙-2-烯-1-酮 、 2-硝基苯胺 在 三氢化钐 、 四氯化钛 作用下， 以 四氢呋喃 为溶剂， 以92%的产率得到2,3-dihydro-2-(4'-methylphenyl)-4-phenyl-1H-1,5-benzodiazepine
  参考文献：
  名称：

  DERIVATIVES OF 2,3-DIHYDRO-1H-1,5-BENZODIAZEPINE FROMo-NITROANILINES AND CHALCONES INDUCED BY LOW-VALENT TITANIUM

  摘要：

  2,3-Dihydro-1H-1,5-benzodiazepines have been prepared in good yield by reaction of o-nitroanilines with chalcones induced by the TiCl4-Sm-THF system under mild reaction conditions.

  DOI：

  10.1081/scc-120001997

文献信息

• Construction of the 1,5-Benzodiazepine Skeleton from <i>o</i>-Phenylendiamine and Propargylic Alcohols via a Domino Gold-Catalyzed Hydroamination/Cyclization Process
  作者：Sandro Cacchi、Giancarlo Fabrizi、Antonella Goggiamani、Antonia Iazzetti

  DOI：10.1021/acs.orglett.6b01720

  日期：2016.8.5

  The gold-catalyzed reaction of o-phenylendiamine with propargylic alcohols affords 1,5-benzodiazepines bearing different substituents on the 2 and 4 positions. The method allows even for the selective preparation of 4-substituted 1,5-benzodiazepine derivatives.

  邻苯二胺与炔丙醇的金催化反应，得到在2和4位带有不同取代基的1,5-苯并二氮杂pine。该方法甚至允许选择性地制备4-取代的1，5-苯并二氮杂卓衍生物。
• Graphite oxide: a metal free highly efficient carbocatalyst for the synthesis of 1,5-benzodiazepines under room temperature and solvent free heating conditions
  作者：Ramen Jamatia、Ajay Gupta、Binoyargha Dam、Mithu Saha、Amarta Kumar Pal

  DOI：10.1039/c6gc03110b

  日期：——

  We report a sustainable and metal free carbocatalyst, graphite oxide, for the synthesis of 1,5-benzodiazepines under room temperature and solvent free heating conditions.

  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。
• SbCl₃‐Al₂O₃–Catalyzed, Solvent‐Free, One‐Pot Synthesis of Benzo[b]1,4‐diazepines
  作者：Bilal A. Ganai、Satish Kumar、Charanjeet S. Andotra、Kamal K. Kapoor

  DOI：10.1080/00397910500451456

  日期：2006.4.1

  This article explores the use of antimony(III) chloride adsorbed on neutral alumina as an efficient catalyst for the one-pot synthesis of benzo[b]1,4-diazepines (83-94%) under solvent-free conditions. The process is easy, efficient, ecofriendly, and economical.
• DERIVATIVES OF 2,3-DIHYDRO-1H-1,5-BENZODIAZEPINE FROM<i>o</i>-NITROANILINES AND CHALCONES INDUCED BY LOW-VALENT TITANIUM
  作者：Yongmin Ma、Yongmin Zhang

  DOI：10.1081/scc-120001997

  日期：2002.1

  2,3-Dihydro-1H-1,5-benzodiazepines have been prepared in good yield by reaction of o-nitroanilines with chalcones induced by the TiCl4-Sm-THF system under mild reaction conditions.