2,7,8-trimethyl-2,4-bis(p-tolyl)-2,3-dihydro-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: 2,7,8-trimethyl-2,4-bis(p-tolyl)-2,3-dihydro-1H-1,5-benzodiazepine
• 英文别名: 2,7,8-trimethyl-2,4-di-p-tolyl-2,3-dihydro-1H-benzo[b][1,4]diazepine；2,4-bis(4-methylphenyl)-2,7,8-trimethyl-2,3-dihydro-1H-benzo[b][1,4]diazepine；2,7,8-trimethyl-2,4-ditoluyl-2,3-dihydro-1H-1,5-benzodiazepine；2,7,8-Trimethyl-2,4-bis(4-methylphenyl)-1,3-dihydro-1,5-benzodiazepine；2,7,8-trimethyl-2,4-bis(4-methylphenyl)-1,3-dihydro-1,5-benzodiazepine
• 化学式: C₂₆H₂₈N₂
• 分子量: 368.522
• InChiKey: LCCXBIDDQGWQBQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 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：

  4，5-二甲基-1，2-苯二胺 、 对甲基苯乙酮 在 氯化锆(IV) 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.0h， 以95%的产率得到2,7,8-trimethyl-2,4-bis(p-tolyl)-2,3-dihydro-1H-1,5-benzodiazepine
  参考文献：
  名称：

  氯化锆 (IV) 催化合成 1,5-苯二氮卓衍生物

  摘要：

  四氯化锆在回流1,2-二氯乙烷中高效催化邻苯二胺与酮的环缩合反应，得到相应的2,3-二氢-1H-1,5-苯甲...

  DOI：

  10.1139/v07-019

文献信息

• Ceric Ammonium Nitrate (CAN) Promoted Efficient Synthesis of 1,5-Benzodiazepine Derivatives
  作者：Srinivas Adapa、Ravi Varala、Ramu Enugala、Sreelatha Nuvula

  DOI：10.1055/s-2006-939066

  日期：——

  Ceric ammonium nitrate was found to be an efficient reagent for the preparation of 1,5-benzodiazepine derivatives of a wide range of substituted o-phenylenediamines and electronically divergent ketones in moderate to excellent isolated yields (60-98%) under mild conditions using methanol as solvent at ambient temperature.

  发现硝酸铈铵是一种有效试剂，可在温和条件下使用甲醇以中等至极好的分离产率 (60-98%) 制备各种取代的邻苯二胺和电子发散酮的 1,5-苯二氮卓衍生物在环境温度下作为溶剂。
• A green and sustainable approach for the synthesis of 1,5-benzodiazepines and spirooxindoles in one-pot using a MIL-101(Cr) metal–organic framework as a reusable catalyst
  作者：Fillip Kumar Sarkar、Ajay Gupta、Ramen Jamatia、Jasha Momo H. Anal、Amarta Kumar Pal

  DOI：10.1039/d1nj03176g

  日期：——

  MIL-101(Cr) has been efficiently utilized for the synthesis of biologically relevant heterocycles such as 1,5-benzodiazepines and spirooxindoles in one-pot. MIL-101(Cr) was prepared via a solvothermal method and characterized by FT-IR, PXRD, SEM, TEM, EDX, and ICP-OES analysis. Thermogravimetric analysis (TGA) described its high thermal stability. Low catalyst loading, easy separation, reusability, and high

  金属-有机骨架 MIL-101(Cr) 已被有效地用于合成生物相关的杂环，如 1,5-苯二氮卓类和螺环吲哚。MIL-101(Cr) 是通过溶剂热法制备的，并通过 FT-IR、PXRD、SEM、TEM、EDX 和 ICP-OES 分析进行表征。热重分析 (TGA) 描述了其高热稳定性。低催化剂负载、易于分离、可重复使用和高产率是该协议的一些显着特点。无溶剂反应条件 (SFRC) 或水作为溶剂是绿色和可持续工艺开发领域的一些额外优势。
• NBS as an efficient catalyst for the synthesis of 1,5-benzodiazepine derivatives under mild conditions
  作者：Chun-Wei Kuo、Shivaji V. More、Ching-Fa Yao

  DOI：10.1016/j.tetlet.2006.09.128

  日期：2006.11

  Various biologically important 1,5-benzodiazepine derivatives were efficiently synthesized in excellent yields using catalytic amounts of NBS (10 mol %). This inexpensive, nontoxic, and readily available catalyst efficiently catalyzes the condensation of several aromatic as well as aliphatic ketones with substituted o-phenylenediamines.

  使用催化量的NBS（10 mol％），以优异的产率有效地合成了各种生物学上重要的1,5-苯并二氮杂pine衍生物。这种廉价，无毒且易于获得的催化剂有效地催化了几种芳香族以及脂肪族酮与取代的邻苯二胺的缩合。
• Chitosan-supported Fe3O4 nanoparticles: a magnetically recyclable heterogeneous nanocatalyst for the syntheses of multifunctional benzimidazoles and benzodiazepines
  作者：Ali Maleki、Nakisa Ghamari、Maryam Kamalzare

  DOI：10.1039/c3ra47366j

  日期：——

  An environmentally benign and clean biopolymer-based heterogeneous nanocatalyst was prepared and its properties and morphology were characterized using scanning electron microscopy (SEM), energy-dispersive X-ray spectroscopy (EDX) and X-ray diffraction (XRD). Then, its catalytic activity was investigated in two important organic reactions. In these reactions, efficient and selective syntheses of 1,2-disubstituted benzimidazole and 1,5-benzodiazepine derivatives were carried out using 1,2-diamines and aldehydes or ketones in the presence of a catalytic amount of magnetically recoverable chitosan-supported iron oxide nanoparticles (Fe3O4/chitosan), as a biodegradable nanocomposite, in ethanol at ambient temperature in high yields. The Fe3O4/chitosan nanocatalyst can be recovered easily and reused without any significant loss of the catalytic activity.

  制备了一种环境友好且清洁的生物聚合物基异质纳米催化剂，并通过扫描电子显微镜（SEM）、能量色散X射线光谱（EDX）和X射线衍射（XRD）对其性质和形态进行了表征。随后，研究了其在两种重要有机反应中的催化活性。在这些反应中，使用1,2-二胺和醛或酮在催化量的可磁回收壳聚糖支持铁氧化物纳米颗粒（Fe3O4/壳聚糖）的存在下，在室温下的乙醇中高效且选择性地合成了1,2-取代的苯并咪唑和1,5-苯并二氮杂卓衍生物。 /壳聚糖纳米催化剂可以轻松回收并重复使用，且没有显著的催化活性损失。
• Efficient Method for the Synthesis of 1,5‐Benzodiazepine Derivatives Catalyzed by Monoammonium Salt of 12‐Tungstophosphoric Acid
  作者：B. Y. Giri、B. L. A. Prabavathi Devi、K. Vijaya Lakshmi、R. B. N. Prasad、N. Lingaiah、P. S. Sai Prasad

  DOI：10.1080/00397910600947999

  日期：2006.12

  salt of 12‐tungstophosphoric acid [(NH4)H2PW12O40] was found to be a practical, inexpensive, reusable, and efficient heterogeneous catalyst for the preparation of 1,5‐benzodiazepine derivatives of o‐phenylenediamine and ketones. The heteropolyacid‐based catalyst has the advantages of simple workup procedure, water insolubility with good activity, and high‐yielding reaction for the synthesis of 1,5‐benzodiazepine

  摘要 12-钨磷酸单铵盐 [(NH4)H2PW12O40] 是一种实用、廉价、可重复使用且高效的多相催化剂，用于制备邻苯二胺和酮的 1,5-苯二氮卓衍生物。该杂多酸基催化剂具有后处理简单、不溶于水、活性好、合成1,5-苯二氮卓衍生物反应收率高等优点。IICT 通讯第 060112 号。