2-Amino-4-(3-bromophenyl)-3-cyano-7,7-dimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline

• 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: 2-Amino-4-(3-bromophenyl)-3-cyano-7,7-dimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline
• 英文别名: 2-Amino-4-(3-bromophenyl)-7,7-dimethyl-5-oxo-1,4,6,8-tetrahydroquinoline-3-carbonitrile；2-amino-4-(3-bromophenyl)-7,7-dimethyl-5-oxo-1,4,6,8-tetrahydroquinoline-3-carbonitrile
• 化学式: C₁₈H₁₈BrN₃O
• 分子量: 372.264
• InChiKey: RWOCLZNPCWDJRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  78.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  间溴苯甲醛 、 5,5-二甲基-1,3-环己二酮 、 丙二腈 在 ammonium acetate 作用下， 以 neat (no solvent) 为溶剂， 以86 %的产率得到2-Amino-4-(3-bromophenyl)-3-cyano-7,7-dimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline
  参考文献：
  名称：

  Cu-containing core–shell structured Fe3O4@Gelatin nanocomposite: a novel catalyst for the preparation of hexahydroquinolines

  摘要：

  本文制备了一种新型含铜Fe3O4@明胶（Fe3O4@明胶-铜）材料，对其进行了表征，并研究了其催化活性。Fe3O4@明胶-铜是通过在磁性Fe3O4纳米颗粒上涂覆天然明胶聚合物，然后用铜盐处理而制备的。Fe3O4@明胶-铜的表征是通过FT-IR、VSM、SEM、TGA和EDX分析实现的。Fe3O4@明胶-铜在绿色条件下被用作制备六氢喹啉的强效纳米催化剂。Fe3O4@明胶-铜纳米催化剂的主要优点是所需产品的产量高，且具有良好的可回收性、可重复使用性和稳定性。明胶、磁性和支持铜催化剂的综合特性使Fe3O4@明胶-铜成为催化领域的一种宝贵材料。

  DOI：

  10.1007/s11164-022-04917-0

文献信息

• Poly(vinylimidazolum acetic acid)-entrapped nanozeolite: efficient heterogeneous catalyst for synthesis of polyhydroquinolines and 1,4-dihydropyridines
  作者：Tabassom Amoli、Seyed Meysam Baghbanian

  DOI：10.1007/s11164-018-3314-3

  日期：2018.5

  An effective method for synthesis of substituted 1,4-dihydropyridines and polyhydroquinoline derivatives by Hantzsch reaction using poly(ionic liquid)-based nanozeolite (NZ@PIL-COOH) catalyst under simple conditions is described. The new solid acid catalyst was prepared by polymerization of 3-carboxymethyl-1-vinylimidazolium in presence of modified nanozeolite, and characterized by Fourier-transform

  描述了一种有效的方法，该方法通过在简单条件下使用聚（离子液体）基纳米沸石（NZ @ PIL-COOH）催化剂通过Hantzsch反应合成取代的1,4-二氢吡啶和聚氢喹啉衍生物。该新型固体酸催化剂是在改性的纳米沸石存在下，通过3-羧甲基-1-乙烯基咪唑的聚合制备的，并通过傅里叶变换红外光谱（FTIR），热重分析（TGA），X射线衍射（XRD）分析，和透射电子显微镜（TEM）。所得到的非均相催化剂在温和的反应条件下在短的反应时间内显示出高的催化性能。催化剂被循环八次而没有任何反应性或收率的损失。
• <i>In situ</i> synthesis of SO₃H supported Fe₃O₄@resorcinol–formaldehyde resin core/shell and its catalytic evaluation towards the synthesis of hexahydroquinoline derivatives in green conditions
  作者：Aliyeh Barzkar、Alireza Salimi Beni

  DOI：10.1039/d0ra06972h

  日期：——

  electron microscopy. The concentration of H+ loaded on the Fe3O4@SiO2@RF was reported to be 1.3 mmol g−1. The well-defined Fe3O4@SiO2@RF–SO3H core–shell heterostructures exhibited high stability, efficient recyclability (10 cycles), and promoted catalytic activity for one-pot condensation reaction between the aromatic aldehydes, dimedone, malononitrile, and ammonium acetate for the synthesis of hexahydroquinoline

  原位制备了一种新型球形核@双壳酸性纳米催化剂（Fe 3 O 4 @SiO 2 @RF–SO 3 H）[RF：间苯二酚–甲醛树脂]，并使用X射线衍射、傅里叶变换红外进行了完全表征光谱、振动样品磁力测定、能量色散 X 射线光谱、热重分析、透射电子显微镜和场发射扫描电子显微镜。据报道，负载在Fe 3 O 4 @SiO 2 @RF上的H +浓度为1.3 mmol g -1 。明确的Fe 3 O 4 @SiO 2 @RF–SO 3 H核壳异质结构表现出高稳定性、高效可循环性（10次循环），并促进芳香醛、双甲酮、丙二腈之间的一锅缩合反应的催化活性和乙酸铵用于合成六氢喹啉衍生物。
• An efficient, catalyst- and solvent-free, four-component, and one-pot synthesis of polyhydroquinolines on grinding
  作者：Satish Kumar、Poonam Sharma、Kamal K. Kapoor、Maninder Singh Hundal

  DOI：10.1016/j.tet.2007.11.008

  日期：2008.1

  An efficient synthesis of polyhydroquinolines is achieved via a four-component reaction of aldehydes, dimedone, active methylene compounds, and ammonium acetate in one-pot under solvent-free conditions at room temperature on grinding. The present method does not involve any hazardous organic solvent or catalyst. The key advantages are the short reaction time, high yields, simple workup, and purification of products by non-chromatographic methods, i.e., by simple recrystallization from ethanol. (c) 2007 Elsevier Ltd. All rights reserved.
• Cu-containing core–shell structured Fe3O4@Gelatin nanocomposite: a novel catalyst for the preparation of hexahydroquinolines
  作者：Parisa Mofatehnia、Dawood Elhamifar、Ghodsi Mohammadi Ziarani

  DOI：10.1007/s11164-022-04917-0

  日期：2023.3

  Herein, a novel copper-containing Fe3O4@Gelatin (Fe3O4@Gelatin-Cu) material is prepared, characterized and its catalytic activity is studied. Fe3O4@Gelatin-Cu was prepared through coating of natural gelatin polymer on magnetic Fe3O4 NPs followed by treatment with a copper salt. The characterization of Fe3O4@Gelatin-Cu was achieved using FT-IR, VSM, SEM, TGA, and EDX analyses. The Fe3O4@Gelatin-Cu was employed as a powerful nanocatalyst in the preparation of hexahydroquinolines under green conditions. The high yield of the desired products and good recoverability, reusability and stability of the Fe3O4@Gelatin-Cu nanocatalyst are the main advantages of this study. The combined properties of gelatin, magnetic nature and supported copper catalyst make Fe3O4@Gelatin-Cu a valuable material in the catalytic world.

  本文制备了一种新型含铜Fe3O4@明胶（Fe3O4@明胶-铜）材料，对其进行了表征，并研究了其催化活性。Fe3O4@明胶-铜是通过在磁性Fe3O4纳米颗粒上涂覆天然明胶聚合物，然后用铜盐处理而制备的。Fe3O4@明胶-铜的表征是通过FT-IR、VSM、SEM、TGA和EDX分析实现的。Fe3O4@明胶-铜在绿色条件下被用作制备六氢喹啉的强效纳米催化剂。Fe3O4@明胶-铜纳米催化剂的主要优点是所需产品的产量高，且具有良好的可回收性、可重复使用性和稳定性。明胶、磁性和支持铜催化剂的综合特性使Fe3O4@明胶-铜成为催化领域的一种宝贵材料。