dimethyl 6-chloro-2-methyl-1,2-dihydroquinoline-2,4-dicarboxylate | 1310688-72-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: dimethyl 6-chloro-2-methyl-1,2-dihydroquinoline-2,4-dicarboxylate
• 英文别名: dimethyl 6-chloro-2-methyl-1H-quinoline-2,4-dicarboxylate
• CAS: 1310688-72-2
• 化学式: C₁₄H₁₄ClNO₄
• 分子量: 295.722
• InChiKey: GMZROLDAKUZFIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  丙酮酸甲酯 、 对氯苯胺 在 3-(1,1-dioxido-4-(3-(3-(3-sulfopropyl)-1H-imidazol-3-ium-1-yl)propyl)thiomorpholino-4-ium)propane-1-sulfonate trifluoromethanesulfonate 作用下， 以 乙酸丁酯 为溶剂， 反应 3.0h， 以96%的产率得到dimethyl 6-chloro-2-methyl-1,2-dihydroquinoline-2,4-dicarboxylate
  参考文献：
  名称：

  含砜咪唑基布朗斯台德酸离子液体催化剂能够用乙酸丁酯代替偶极非质子溶剂

  摘要：

  用对环境有益的介质代替偶极和非质子传递溶剂已成为绿色化学的一个新方面。在本文中，制备了含砜的咪唑基布朗斯台德酸离子液体，并将其用作可循环利用的酸催化剂。离子液体催化剂能够使用工业上可接受且对环境无害的溶剂乙酸丁酯作为反应介质。离子液体/乙酸丁酯双相系统已成功用于许多有机反应中，这些反应通常严重依赖于偶极和非质子溶剂。

  DOI：

  10.1002/adsc.201900246

文献信息

• Green synthesis of TiO ₂ nanoparticles as an efficient heterogeneous catalyst with high reusability for synthesis of 1,2‐dihydroquinoline derivatives
  作者：Mahmoud Abd El Aleem Ali Ali El‐Remaily、Ahmed M. Abu‐Dief、O. Elhady

  DOI：10.1002/aoc.5005

  日期：2019.8

  TiO2 NPs synthesis using agricultural waste at lower applied temperature. Characterization of the extracted TiO2 NPs was confirmed by XRD, SEM, EDAX, TEM, HR‐TEM, SAED, and FT‐IR, respectively. The catalytic activity of TiO2 NPs was investigated in synthesis of 1,2‐dihydroquinoline derivatives with excellent yields and low cost. Purification of the synthesized 1,2‐dihydroquinoline derivatives carried

  纳米材料由于其在纳米尺度上的行为而得到广泛的应用。使用印em叶提取物合成了TiO 2纳米颗粒（TiO 2 NPs）。这是在较低的应用温度下使用农业废料合成TiO 2 NP的简单，快速，环保，便宜和绿色的工具。分别通过XRD，SEM，EDAX，TEM，HR‐TEM，SAE和FT‐IR证实了提取的TiO 2 NP的表征。在合成1,2-二氢喹啉衍生物中，以优异的产率和低成本研究了TiO 2 NPs的催化活性。合成的1,2-二氢喹啉衍生物的纯化可通过简单的非色谱方法进行。
• Brønsted acid (HNO3)-catalyzed tandem reaction of α-ketoesters and arylamines: efficient synthesis of 1,2-dihydroquinoline derivatives
  作者：Xiao-Yu Hu、Ji-Chen Zhang、Wei Wei、Jian-Xin Ji

  DOI：10.1016/j.tetlet.2011.03.134

  日期：2011.6

  A simple and convenient Brønsted acid (HNO3)-catalyzed tandem reaction of α-ketoesters with primary or secondary aromatic amines for the synthesis of polysubstituted 1,2-dihydroquinolines has been developed via a tandem process, which has the advantages of ready availability of catalyst, operation simplicity, atom efficiency as well as low toxicity. In particular, tricyclic dihydroquinolines, generally

  通过串联方法开发了一种简单便捷的布朗斯台德酸（HNO 3）催化α-酮酸酯与伯或仲芳族胺的串联反应，用于合成多取代1,2-二氢喹啉的方法，该方法具有易于获得的优点催化剂，操作简便，原子效率高，毒性低。特别地，通常用多方法制备的三环二氢喹啉也可以在该一锅法中构建。
• Highly efficient synthesis of polysubstituted 1,2-dihydroquinolines via cascade reaction of α-ketoesters with arylamines mediated by iodine
  作者：Bao-Qiang Zhang、Yuan Luo、Yan-Hong He、Zhi Guan

  DOI：10.1016/j.tet.2014.01.061

  日期：2014.3
• Highly efficient synthesis of polysubstituted 1,2-dihydroquinolines via tandem reaction of α-ketoesters and arylamines catalyzed by fluorous hydrazine-1,2-bis(carbothioate) and NCS
  作者：Yi-Wei Zhu、Jin-Long Qian、Wen-Bin Yi、Chun Cai

  DOI：10.1016/j.tetlet.2012.11.143

  日期：2013.2

  A simple and convenient tandem reaction of alpha-ketoesters with primary or secondary aromatic amines for the synthesis of polysubstituted 1,2-dihydroquinolines has been developed. The catalytic system (fluorous hydrazine-1,2-bis(carbothioate)/NCS) of the reaction has the advantages of operational simplicity, high efficiency, as well as easy recyclability. (c) 2012 Elsevier Ltd. All rights reserved.
• A Sulfone‐Containing Imidazolium‐Based Brønsted Acid Ionic Liquid Catalyst Enables Replacing Dipolar Aprotic Solvents with Butyl Acetate
  作者：Ahmed El‐Harairy、Yiliqi、Bingbing Lai、Luigi Vaccaro、Minghao Li、Yanlong Gu

  DOI：10.1002/adsc.201900246

  日期：2019.7.11

  media has emerged as a new facet of green chemistry. In this paper, a sulfone‐containing imidazolium‐based Brønsted acid ionic liquid was prepared and used as a recyclable acid catalyst. The ionic liquid catalyst enables the use of an industrially acceptable and environmentally benign solvent, butyl acetate, as the reaction medium. The ionic liquid/butyl acetate biphasic system was successfully utilized

  用对环境有益的介质代替偶极和非质子传递溶剂已成为绿色化学的一个新方面。在本文中，制备了含砜的咪唑基布朗斯台德酸离子液体，并将其用作可循环利用的酸催化剂。离子液体催化剂能够使用工业上可接受且对环境无害的溶剂乙酸丁酯作为反应介质。离子液体/乙酸丁酯双相系统已成功用于许多有机反应中，这些反应通常严重依赖于偶极和非质子溶剂。