9-isopropyl-3,3,6,6-tetramethyl-3,4,6,7-tetrahydroacridine-1,8(2H,5H,9H,10H)-dione | 136231-38-4

• 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: 9-isopropyl-3,3,6,6-tetramethyl-3,4,6,7-tetrahydroacridine-1,8(2H,5H,9H,10H)-dione
• 英文别名: 3,3,6,6-tetramethyl-9-isopropyl-1,2,3,4,5,6,7,8,9,10-decahydroacridine-1,8-dione；9-isopropyl-3,3,6,6-tetramethyl-1,2,3,4,5,6,7,8,9,10-decahydroacridine-1,8-dione；9-Isopropyl-3,3,6,6-tetramethyl-3,4,6,7,9,10-hexahydro-2H,5H-acridine-1,8-dione；3,3,6,6-tetramethyl-9-propan-2-yl-2,4,5,7,9,10-hexahydroacridine-1,8-dione
• CAS: 136231-38-4
• 化学式: C₂₀H₂₉NO₂
• 分子量: 315.456
• InChiKey: ICXDDCVWUSRQQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5,5-二甲基-1,3-环己二酮 、 异丁醛 在 ammonium acetate 、 维生素 C 作用下， 以 neat (no solvent) 为溶剂， 反应 6.0h， 以35%的产率得到9-isopropyl-3,3,6,6-tetramethyl-3,4,6,7-tetrahydroacridine-1,8(2H,5H,9H,10H)-dione
  参考文献：
  名称：

  通过天然有机酸催化的 Hantzsch 反应无溶剂合成聚氢喹啉和 1,8-二氧十氢吖啶衍生物：一种绿色方法

  摘要：

  摘要 1,8-二氧十氢吖啶和聚氢喹啉衍生物的无溶剂和高产一锅合成已被描述为通过各种醛、乙酸铵与环状 1,3-二羰基化合物和乙酰乙酸乙酯以一种非常简单、高效、以及使用抗坏血酸作为无毒有机催化剂的环境友好方法。图形概要

  DOI：

  10.1080/00397911.2017.1316406

文献信息

• Microwave Heating in Conjunction with UV Irradiation: a Tool for the Oxidation of 1,4-Dihydropyridines to Pyridines
  作者：Chad M. Kormos、Rachel M. Hull、Nicholas E. Leadbeater

  DOI：10.1071/ch08414

  日期：——

  Microwave heating is used for the preparation of 1,4-dihydropyridines and then, in conjunction with UV irradiation, is used for the efficient oxidation of the 1,4-dihydropyridines to pyridines. The oxidation reactions are performed in a sealed vessel using oxygen as the oxidant and an electrodeless discharge lamp as the irradiation source.

  微波加热用于制备 1,4-二氢吡啶，然后结合紫外线照射，将 1,4-二氢吡啶高效氧化为吡啶。氧化反应在密封容器中进行，使用氧气作为氧化剂，无极放电灯作为辐照源。
• An efficient synthesis of polyhydroacridine derivatives by the three-component reaction of aldehydes, amines and dimedone in ionic liquid
  作者：Da-Qing Shi、Sai-Nan Ni、Fang-Yang、Jing-Wen Shi、Guo-Lan Dou、Xiao-Yue Li、Xiang-Shan Wang

  DOI：10.1002/jhet.5570450303

  日期：2008.5

  In this paper the preparation of 3,3,6,6-tetramethyl-9,10-diaryl-1,2,3,4,5,6,7,8,9,10-decahydroacridine-1,8-dione derivatives from aldehydes, aromatic amines and 5,5-dimethyl-1,3-cyclohexanedione in 1-n-butyl-3-methylimidazolium bromide ([bmim]Br) is described. The structures of these compounds were characterized by elemental analysis, IR and 1H NMR spectra and further confirmed by single crystal X-ray

  本文制备了3,3,6,6-四甲基-9,10-二芳基-1,2,3,4,5,6,7,8,9,10-十氢ac啶-1,8-二酮衍生物描述了由醛，芳族胺和5，5-二甲基-1，3-环己二酮在1-正丁基-3-甲基咪唑鎓溴化物（[bmim] Br）中的组成。这些化合物的结构通过元素分析，IR和1 H NMR光谱进行表征，并通过单晶X射线衍射分析进一步证实。
• An Efficient and Fast Procedure for the Hantzsch Dihydropyridine Synthesis under Microwave Conditions
  作者：Liselotte Öhberg、Jacob Westman

  DOI：10.1055/s-2001-16043

  日期：——

  A single-mode microwave cavity synthesizer with temperature and pressure control was used to accelerate the Hantzsch synthesis of 4-aryl and 4-alkyl-2,6-dimethyl-1,4-dihydro-3,5-pyridinedicarboxylates. In comparison with both conventional methods and microwave-assisted reactions performed in a domestic microwave oven, shorter reaction times and higher yields were obtained. The improved yields under microwave conditions made it possible to synthesize a small library, with acceptable purity.

  利用具有温度和压力控制功能的单模微波腔合成器加速了 4-芳基和 4-烷基-2,6-二甲基-1,4-二氢-3,5-吡啶二羧酸盐的汉兹合成。与传统方法和在家用微波炉中进行的微波辅助反应相比，反应时间更短，产率更高。在微波条件下，产率的提高使得合成具有可接受纯度的小型化合物库成为可能。
• Choline Chloride Catalyzed Eco-Friend and Effective One-Pot Synthesis of 9-Arylacridine-1,8-dione and Hexahydroquinoline via Hantzsch Type Reaction
  作者：Chengwei Lv、Shijun Yu、Shengxue Mao、Fei Li、Yue Lv

  DOI：10.3987/com-17-13760

  日期：——

  Choline chloride was utilized to efficiently catalyzed Hantzsch type reaction for the synthesis of 9-arylacridine-1,8-dione and hexahydroquinoline derivatives. The optimized catalytic system benefits from facile operation and separation procedures, in good to excellent yields, and for wide substrate tolerance. This methodology is of interest also due to employing simple and inexpensive choline chloride as catalyst and environmentally benign ethanol as solvent without the use of any harmful organic solvent and toxic metal catalyst.
• Bakibaev, A. A.; Filimonov, V. D., Journal of Organic Chemistry USSR (English Translation), 1991, vol. 27, # 4, p. 736 - 740
  作者：Bakibaev, A. A.、Filimonov, V. D.

  DOI：——

  日期：——