(9ci)-2,4-二乙基-2,3-二氢-2,8-二甲基-1H-1,5-苯并二氮杂卓 | 546127-60-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 中文名称: (9ci)-2,4-二乙基-2,3-二氢-2,8-二甲基-1H-1,5-苯并二氮杂卓
• 英文名称: 2,4-diethyl-2,8-dimethyl-2,3-dihydro-1H-1,5-benzo[b][1,4]diazepine
• 英文别名: 2,4-diethyl-2,8-dimethyl-2,3-dihydro-1H-1,5-benzodiazepine；2,4-diethyl-2,8-dimethyl-1,3-dihydro-1,5-benzodiazepine
• CAS: 546127-60-0
• 化学式: C₁₅H₂₂N₂
• 分子量: 230.353
• InChiKey: GDOUHSCICXXCOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 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：

  3,4-二氨基甲苯 、 丁酮 在 sodium hydrogen sulfate 、 silica gel 作用下， 反应 0.01h， 以92%的产率得到(9ci)-2,4-二乙基-2,3-二氢-2,8-二甲基-1H-1,5-苯并二氮杂卓
  参考文献：
  名称：

  硅胶/ NaHSO 4：微波辐射下高产率合成1,5-苯并二氮杂卓衍生物的高效可回收多相催化剂

  摘要：

  硅胶负载的硫酸氢钠可在无溶剂条件下在微波下有效催化邻苯二胺与酮的缩合，从而以高收率提供相应的1,5-苯并二氮杂卓衍生物。与传统的反应条件相比，这种新方法始终具有高收率（90-98％）和0.50-1.00分钟的短反应时间的优势。

  DOI：

  10.1002/jhet.5570440431

文献信息

• RuCl₃·<i>x</i>H₂O: A Novel and Efficient Catalyst for the Facile Synthesis of 1,5-Benzodiazepines Under Solvent-Free Conditions
  作者：Suresh、Anil Saini、Jagir S. Sandhu

  DOI：10.1080/00397910802109273

  日期：2008.8.29

  Abstract 1,5-Benzodizepines are synthesized in excellent yields via condensation of o-phenylenediamine with ketones having a hydrogen at the α-position. The reaction is performed in solvent-free conditions and 5 mol% of RuCl3·xH2O is enough to direct the reaction to completion.

  摘要 1,5-苯二氮卓类化合物是通过邻苯二胺与α-位有氢的酮缩合而以优异的产率合成的。反应在无溶剂条件下进行，5 mol% RuCl3·xH2O 足以引导反应完成。
• Mild and Efficient Procedure for the Synthesis of 1,5‐Benzodiazepines Catalyzed by Magnesium Perchlorate
  作者：Zhan‐Hui Zhang、Shu‐Tao Yang、Jin Lin

  DOI：10.1080/00397910600616180

  日期：2006.7

  Abstract A convenient and efficient method for the synthesis of 1,5‐benzodiazepines by the reaction of o‐phenylenediamines (OPDA) and ketones with hydrogens at the α‐position has been developed. The reaction is carried out at room in the presence of a catalytic amount of magnesium perchlorate under solvent‐free conditions.

  摘要 开发了一种通过邻苯二胺 (OPDA) 和酮与 α 位氢反应合成 1,5-苯二氮卓类的简便有效的方法。该反应在室温下在无溶剂条件下，在催化量的高氯酸镁存在下进行。
• Ag₃PW₁₂O₄₀: A Novel and Recyclable Heteropoly Acid for the Synthesis of 1,5-Benzodiazepines under Solvent-Free Conditions
  作者：J. S. Yadav、B. V. Reddy、S. Praveenkumar、K. Nagaiah、N. Lingaiah、P. S. Saiprasad

  DOI：10.1055/s-2004-816013

  日期：——

  o-Phenylenediamines undergo smooth condensation with ketones having hydrogens at α-position on the surface of heteropoly acid (Ag3PW12O40) under extremely mild conditions to afford the corresponding 1,5-benzodiazepines in excellent yields with high selectivity. The catalyst can be recovered by simple filteration and can be reused in subsequent reactions.

  邻苯二胺在非常温和的条件下与表面含氢的α-位酮在杂多酸（Ag3PW12O40）上顺利发生缩合反应，以优异的产率和高度选择性得到相应的1,5-苯并二氮杂䓬。催化剂可通过简单的过滤回收，并在后续反应中重复使用。
• Aluminum Dodecatungstophosphate Promoted Synthesis of 1,5-Benzodiazepine Derivatives under Solvent-Free Conditions
  作者：Razieh Fazaeli、Hamid Aliyan、Shahram Tangestaninejad

  DOI：10.3987/com-06-10948

  日期：——

  Solid heteropoly acids (A1TP and A1MP) are easily used as efficient catalyst for conversion of o-phenylenediamines and ketones to their corresponding 2,3-dihydro-1H-1,5-benzodiazepines at room temperature under solvent-free conditions. The method is an easy, rapid, and high yielding reaction for the synthesis of 1,5-benzodiazepine derivatives and is applicable to both cyclic or acyclic ketones without significant difference.
• Das, Pranab Jyoti; Sarkar, Sudeshna, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2015, vol. 54B, # 9, p. 1123 - 1127
  作者：Das, Pranab Jyoti、Sarkar, Sudeshna

  DOI：——

  日期：——