2,3,4-trimethyl-3H-benzo[b][1,4]diazepine | 66068-54-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2,3,4-trimethyl-3H-benzo[b][1,4]diazepine
• 英文别名: 2,3,4-trimethyl-3H-benzo[b][1,4]diazepine；2,3,4-Trimethyl-3H-benzo[b][1,4]diazepin；2,3,4-trimethyl-3H-1,5-benzodiazepine
• CAS: 66068-54-0
• 化学式: C₁₂H₁₄N₂
• 分子量: 186.257
• InChiKey: DKIJLOWWRKATDT-UHFFFAOYSA-N

物化性质

• 沸点：
  283.5±40.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  24.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,3,4-trimethyl-3H-benzo[b][1,4]diazepine 、 苯肼 在 盐酸 作用下， 生成 3,4,5‐trimethyl‐1‐phenyl‐1H-pyrazole
  参考文献：
  名称：

  Barltrop et al., Journal of the Chemical Society, 1959, p. 1132,1133

  摘要：

  DOI：
• 作为产物：
  描述：

  2,4-dimethyl-6,7-benzo-1,5-diazepine 在 四氢呋喃 、 氨 、 sodium amide 作用下， 生成 2,3,4-trimethyl-3H-benzo[b][1,4]diazepine
  参考文献：
  名称：

  Barltrop et al., Journal of the Chemical Society, 1959, p. 1132,1133

  摘要：

  DOI：

文献信息

• Synthesis of Pyrazoles, Diazepines, Enaminones, and Enamino Esters Using 12-Tungstophosphoric Acid as a Reusable Catalyst in Water
  作者：Zhicai Shang、Jun Wu、Xiang Chen、Jin She、Haifeng Wu、Peizhi Zhang

  DOI：10.1055/s-0028-1083169

  日期：——

  12-Tungstophosphoric acid (H3PW12O40) is found to be an efficient and recyclable catalyst in promoting a chemo- and re­gioselective condensation of hydrazines/hydrazides, diamines, and primary amines with various 1,3-dicarbonyl compounds in pure water at room temperature to afford pyrazoles, diazepines, and enaminones/enamino esters, respectively, in high yields.

  发现12-磷钨酸（H3PW12O40）是一种高效且可循环利用的催化剂，能够在纯水条件下、室温下促进肼/酰肼、二胺及伯胺与多种1,3-二羰基化合物进行化学选择性和区域选择性的缩合反应，分别高产率地生成吡唑、二氮杂环庚烷和烯胺酮/烯胺酯化合物。
• Room-Temperature Synthesis of Pyrazoles, Diazepines, <font>β</font>-Enaminones, and <font>β</font>-Enamino Esters Using Silica-Supported Sulfuric Acid as a Reusable Catalyst Under Solvent-Free Conditions
  作者：Xiang Chen、Jin She、Zhi-Cai Shang、Jun Wu、Peizhi Zhang

  DOI：10.1080/00397910802441551

  日期：2009.2.25

  highly efficient regio- and chemoselective condensation of hydrazines/hydrazides, diamines, and primary amines with various β-dicarbonyl compounds at room temperature to afford pyrazoles, diazepines, and β-enaminones/β-enamino esters under solvent-free conditions within 5–15 min.

  摘要 二氧化硅负载的硫酸 (H2SO4·SiO2) 已被用作多相可回收催化剂，用于在室温下高效区域选择性和化学选择性地将肼/酰肼、二胺和伯胺与各种 β-二羰基化合物缩合得到吡唑。 、二氮杂和 β-烯胺酮/β-烯胺酯在无溶剂条件下在 5-15 分钟内。
• Two U(VI)-Containing Silicotungstates with Sandwich Structures: Lewis Acid–Base Synergistic Catalyzed Synthesis of Benzodiazepines and Pyrazoles
  作者：Jie Zhou、Tao Yu、Ke Li、Kai Zeng、Guo-Ping Yang、Chang-Wen Hu

  DOI：10.1021/acs.inorgchem.1c03160

  日期：2022.2.21

  Two new U(VI)-containing silicotungstates with similar sandwiched polyanions but different space structures, two-dimensional Na10.5H3.5(H2O)36[Na(UO2)(α-SiW9O34)]2·2.5H2O (1) and three-dimensional Na14(H2O)36[Na(UO2)(α-SiW9O34)]2·4H2O (2), have been synthesized by the reactions of UO2(OAc)2 and Na10[α-SiW9O34]·18H2O in aqueous solution at different pH values. Structure analyses demonstrated that different

  两种新的含 U(VI) 的硅钨酸盐，具有相似的夹层聚阴离子但不同的空间结构，二维 Na 10.5 H 3.5 (H 2 O) 36 [Na(UO 2 )(α-SiW 9 O 34 )] 2 ·2.5H 2 O ( 1 ) 和三维Na 14 (H 2 O) 36 [Na(UO 2 )(α-SiW 9 O 34 )] 2 ·4H 2 O ( 2 ), 由UO 2反应合成(OAc) 2和钠10 [α-SiW 9 O 34 ]·18H 2 O在不同pH值的水溶液中。结构分析表明，不同的反应条件可能会提供不同的自组装条件，导致Na(I)-H 2 O簇的配位环境不同，具有不同的紊乱，这是1和2之间差异的关键。化合物2对 3 H-苯并[ b ]的合成显示出优异的催化活性][1,4]二氮杂和吡唑通过分子间环化反应，收率达到99%。这项工作说明了含 U(VI) 的 POM 的催化性能。
• Mixing with microwaves: solvent-free and catalyst-free synthesis of pyrazoles and diazepines
  作者：Buchi Reddy Vaddula、Rajender S. Varma、John Leazer

  DOI：10.1016/j.tetlet.2013.01.029

  日期：2013.3

  A simple and facile condensation of hydrazines/hydrazides and diamines with 1,3-diketones/beta-ketoester leads to the preparation of pyrazoles and diazepines in high yields. This eco-friendly protocol is accelerated by microwave heating and efficiently carried out without any reaction solvent or catalyst in as little as 5 min. Published by Elsevier Ltd.
• Greener and rapid access to bio-active heterocycles: room temperature synthesis of pyrazoles and diazepines in aqueous medium
  作者：Vivek Polshettiwar、Rajender S. Varma

  DOI：10.1016/j.tetlet.2007.11.017

  日期：2008.1

  An expeditious room temperature synthesis of pyrazoles and diazepines by condensation of hydrazines/hydrazides and diamines with various 1,3-diketones is described. This greener protocol was catalyzed by polystyrene supported sulfonic acid (PSSA) and proceeded efficiently in water in the absence of any organic solvent within 1-2 min. (C) 2007 Elsevier Ltd. All rights reserved.