2,3-dihydro-2,4-bis(4-methoxyphenyl)-1H-benzo[b][1,5]diazepine | 312603-97-7

• 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-bis(4-methoxyphenyl)-1H-benzo[b][1,5]diazepine
• 英文别名: 2,4-bis(4-methoxyphenyl)-2,3-dihydro-1H-1,5-benzodiazepine
• CAS: 312603-97-7
• 化学式: C₂₃H₂₂N₂O₂
• 分子量: 358.44
• InChiKey: XMKGFJDQHQMBRA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  42.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4,4’-二甲氧基查耳酮 、 邻苯二胺 在 草酸 作用下， 以 neat (no solvent) 为溶剂， 反应 2.5h， 以82%的产率得到2,3-dihydro-2,4-bis(4-methoxyphenyl)-1H-benzo[b][1,5]diazepine
  参考文献：
  名称：

  SOLVENT FREE OXALIC ACID CATALYZED SYNTHESIS OF 1,5-BENZODIAZEPINES

  摘要：

  In the present study 1, 5-benzodiazepines were synthesized from a range of alpha, beta-unsaturated ketones and o-phenylendiamine using oxalic acid 10 mol% as a catalyst under solvent free conditions. The yields of the present method are better than the reported method which explains effectiveness of oxalic acid catalyst. The cost effective, resourceful, undemanding and environment friendly are the advantageous aspects of this method.

  DOI：

  10.4067/s0717-97072013000400064

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。
• SOLVENT FREE OXALIC ACID CATALYZED SYNTHESIS OF 1,5-BENZODIAZEPINES
  作者：ANIKET P SARKATE、JAIPRAKASH N SANGSHETTI、NANASAHEB B DHARBALE、AJINKYA P SARKATE、PRAVIN S WAKTE、DEVANAND B SHINDE

  DOI：10.4067/s0717-97072013000400064

  日期：——

  In the present study 1, 5-benzodiazepines were synthesized from a range of alpha, beta-unsaturated ketones and o-phenylendiamine using oxalic acid 10 mol% as a catalyst under solvent free conditions. The yields of the present method are better than the reported method which explains effectiveness of oxalic acid catalyst. The cost effective, resourceful, undemanding and environment friendly are the advantageous aspects of this method.