2-methyl-2,4-diisobutyl-2,3-dihydro-1H-1,5-benzodiazepine | 710355-59-2

• 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-methyl-2,4-diisobutyl-2,3-dihydro-1H-1,5-benzodiazepine
• 英文别名: 1H-1,5-Benzodiazepine, 2,3-dihydro-2-methyl-2,4-bis(2-methylpropyl)-；2-methyl-2,4-bis(2-methylpropyl)-1,3-dihydro-1,5-benzodiazepine
• CAS: 710355-59-2
• 化学式: C₁₈H₂₈N₂
• 分子量: 272.434
• InChiKey: YRTOZCXXPVSZSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 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：

  4-甲基-2-戊酮 、 邻苯二胺 在 magnesium(II) perchlorate 作用下， 反应 3.5h， 以88%的产率得到2-methyl-2,4-diisobutyl-2,3-dihydro-1H-1,5-benzodiazepine
  参考文献：
  名称：

  高氯酸镁催化合成 1,5-苯二氮卓类的温和高效方法

  摘要：

  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。

  DOI：

  10.1080/00397910600616180

文献信息

• Synthesis of 1-H-1,5-benzodiazepines derivatives using SiO2/ZnCl2
  作者：Raquel G. Jacob、Cátia S. Radatz、Mariele B. Rodrigues、Diego Alves、Gelson Perin、Eder J. Lenardão、Lucielli Savegnago

  DOI：10.1002/hc.20674

  日期：——

  A general and easy method for the synthesis of several 1-H-1,5-benzodiazepines using SiO2/ZnCl2 under solvent-free conditions is described. This efficient and improved method furnishes selectively and in good yields the corresponding 1-H-1,5-benzodiazepines derivatives starting from o-phenylenediamine and cyclic or acyclic ketones. The catalytic system was reused up four times, and the use of focused

  描述了一种在无溶剂条件下使用 SiO2/ZnCl2 合成几种 1-H-1,5-苯二氮卓类药物的通用且简单的方法。这种有效和改进的方法选择性地提供了相应的 1-H-1,5-苯二氮卓衍生物，其起始于邻苯二胺和环状或无环酮。催化系统重复使用四次，聚焦微波的使用加速了反应。© 2011 Wiley Periodicals, Inc. 杂原子化学 22:180–185, 2011; 在 wileyonlinelibrary.com 上在线查看这篇文章。DOI 10.1002/hc.20674
• 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。
• Bi(NO3)3•5H2O: An Efficient and Green Catalyst for Synthesis of 1,5-Benzodiazepines and b-Amino Carbonyl Compounds
  作者：Jaspreet Kaur Rajput、Gagandeep Kaur

  DOI：10.14233/ajchem.2013.14353

  日期：——

  Bismuth nitrate pentahydrate is found to be an efficient catalyst for the synthesis of 1,5-benzodiazepines and b-amino carbonyl compounds using condensation of o-phenylenediamine with ketones and one pot three component Mannich reaction, respectively under solvent free conditions at room temperature. This method offers a simple, solvent free, room temperature, environment friendly synthesis of 1,5-benzodiazepines and b-amino carbonyl compounds. The products are isolated by column chromatography and recrystallization, respectively and were characterized by their melting point, IR and 1H NMR spectroscopy.

  五水合硝酸铋被发现是一种高效的催化剂，可在无溶剂、室温条件下分别通过邻苯二胺与酮的缩合反应以及一锅法三组分曼尼希反应合成1,5-苯二氮杂卓和β-氨基羰基化合物。这种方法提供了一种简单、无溶剂、室温、环境友好的合成1,5-苯二氮杂卓和β-氨基羰基化合物的方式。产物分别通过柱层析和重结晶进行分离，并利用熔点、红外光谱和核磁共振氢谱进行表征。
• Silica gel-supported sulfuric acid catalyzed synthesis of 1,5-benzodiazepine derivatives
  作者：D. Shobha、M. Adharvana Chari、K. Mukkanti、K. H. Ahn

  DOI：10.1002/jhet.174

  日期：2009.9

  Silica gel-supported sulfuric acid has been found to be an efficient catalyst for the synthesis of 1,5-benzodiazepines from o-phenylenediamine and ketones in acetonitrile solvent. This method is simple, effective, and environmentally friendly and gives better yields. Compared to the classical reaction conditions, this new method consistently has the advantage of excellent yields (80–97%) and short

  二氧化硅凝胶支持硫酸已被发现是用于1,5-苯并二氮杂将来自合成的有效的催化剂在乙腈溶剂中的邻苯二胺和酮。该方法简单，有效，环境友好，收率更高。与经典反应条件相比，这种新方法始终具有在室温下具有出色的收率（80–97％）和较短的反应时间（30–150分钟）的优势。J.杂环化​​学，（2009）。
• Green and Reusable Nanocatalyst for the Synthesis of 1,5-benzodiazepines and Its Derivatives under Solvent-free Conditions
  作者：Kandregula Veera Venkata Satyanarayana、Matangi Ravi Chandra、Parimi Atchuta Ramaiah、Yellajyosula Lakshmi Narasimha Murthy、Yoon Soon Gil、Sri Venkata Narayana Pammi

  DOI：10.1246/cl.150663

  日期：2015.11.5

  Novel, reusable, and efficient (Cd, Zn) S nanocatalysts were prepared by simple and economical chemical bath deposition using a greener approach. The as-synthesized catalysts were characterized by XRD, SEM, TEM, and FT-IR spectroscopy. The catalytic activity of as-prepared nanocatalysts were examined for the synthesis of 1,5-benzodiazepines and its derivatives under solvent-free conditions without using any toxic materials. It has been observed that CdS nanocatalyst shows superior catalytic activity and is recyclable and reusable for ten runs without any significant loss.

  通过一种更绿色的化学浴沉积方法，采用简单且经济的合成手段制备了新型、可重复使用且高效的（Cd, Zn）S纳米催化剂。合成的催化剂通过XRD、SEM、TEM和FT-IR光谱进行了表征。在不使用任何有毒材料的无溶剂条件下，对所制备的纳米催化剂在合成1,5-苯并二氮杂䓬及其衍生物方面的催化活性进行了考察。观察到CdS纳米催化剂显示出优异的催化活性，并且可循环使用十次而不会明显损失催化性能。