3,3,6,6-tetramethyl-1,2,3,4,5,6,7,8,9,10-decahydroacridine-1,8-dione | 2645-77-4

• 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: 3,3,6,6-tetramethyl-1,2,3,4,5,6,7,8,9,10-decahydroacridine-1,8-dione
• 英文别名: 3,3,6,6-tetramethyl-3,4,6,7,9,10-hexahydro-1,8-(2H,5H)-acridinedione；3,3,6,6-Tetramethyl-3,4,6,7,9,10-hexahydro-1,8(2H,5H)-acridinedione；3,3,6,6-tetramethyl-2,4,5,7,9,10-hexahydroacridine-1,8-dione
• CAS: 2645-77-4
• 化学式: C₁₇H₂₃NO₂
• 分子量: 273.375
• InChiKey: GPYNTJXDUGTLTO-UHFFFAOYSA-N

物化性质

• 熔点：
  296-297 °C
• 沸点：
  421.7±45.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,3,6,6-tetramethyl-1,2,3,4,5,6,7,8,9,10-decahydroacridine-1,8-dione 在 镍 、 氢化铝 氢氧化钾 作用下， 以 甲醇 为溶剂， 以89%的产率得到
  参考文献：
  名称：

  十氢ac啶-1,8-二酮的立体定向催化合成全氢ac啶及其同系物

  摘要：

  DOI：

  10.1023/b:cohc.0000037313.98113.1e
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 氨 作用下， 生成 3,3,6,6-tetramethyl-1,2,3,4,5,6,7,8,9,10-decahydroacridine-1,8-dione
  参考文献：
  名称：

  Vorlaender; Kalkow, Justus Liebigs Annalen der Chemie, 1899, vol. 309, p. 373

  摘要：

  DOI：

文献信息

• Environmentally Friendly and Efficient Synthesis of Various 1,4-Dihydropyridines in Pure Water
  作者：Guan-Wu Wang、Jing-Jing Xia、Chun-Bao Miao、Xue-Liang Wu

  DOI：10.1246/bcsj.79.454

  日期：2006.3

  An environmentally friendly and efficient synthesis of a series of 1,4-dihydropyridines was developed by the practical one-pot reactions of aldehydes with ammonium acetate and 1,3-dicarbonyl compounds such as alkyl acetoacetate, 5,5-dimethyl-1,3-cyclohexanedione, 1,3-cyclohexanedione, and 2,4-pentanedione in water without any additives under refluxing conditions.

  通过醛类与乙酸铵以及1,3-二羰基化合物（如乙基乙酰乙酸酯、5,5-二甲基-1,3-环己二酮、1,3-环己二酮和2,4-戊二酮）在水中的实际一步反应，无需任何添加剂并在回流条件下，开发了一系列1,4-二氢吡啶的环境友好且高效的合成方法。
• Synthesis of dibenzoxanthene and acridine derivatives catalyzed by 1,3-disulfonic acid imidazolium carboxylate ionic liquids
  作者：Arup Kumar Dutta、Pinky Gogoi、Ruli Borah

  DOI：10.1039/c4ra07323a

  日期：——

  1,3-Disulfonic acid imidazolium carboxylate [DSIM][X] (where X = [CH₃COO]⁻, [CCl₃COO]⁻, [CF₃COO]⁻) ILs were synthesized and their catalytic activity examined for the preparation of 14H-dibenzo[a,j]xanthene and 1,8-dioxo-decahydroacridine derivatives under solvent-free conditions and in water at 80–100 °C.

  1,3-二磺酸咪唑酮羧酸盐[DSIM][X]（其中X = [CH₃COO]⁻，[CCl₃COO]⁻，[CF₃COO]⁻）离子液体被合成，并且它们的催化活性被检测，用于在无溶剂条件下和在80-100°C的水中制备14H-二苯并[a,j]黄色素和1,8-二氧化-十氢吖啶衍生物。
• Evaluation of sodium acetate trihydrate–urea DES as a benign reaction media for the Biginelli reaction. Unexpected synthesis of methylenebis(3-hydroxy-5,5-dimethylcyclohex-2-enones), hexahydroxanthene-1,8-diones and hexahydroacridine-1,8-diones
  作者：Camilo A. Navarro、Cesar A. Sierra、Cristian Ochoa-Puentes

  DOI：10.1039/c6ra13848a

  日期：——

  In this work, the low melting mixture sodium acetate trihydrate–urea was synthesized and the eutectic composition was determined and characterized. The performance of this deep eutectic solvent on the Biginelli reaction was evaluated.

  在这项工作中，合成了低熔点混合物醋酸钠三水合物-尿素，并确定并表征了共熔组成。评估了这种深共熔溶剂在Biginelli反应中的性能。
• Magnetically Separable Recyclable Nano-ferrite Catalyst for the Synthesis of Acridinediones and Their Derivatives under Solvent-free Conditions
  作者：Palla Mahesh、Kolakaluri Guruswamy、Bhagavathula Subrahmanya Diwakar、Bhoomireddy Rama Devi、Yellajyosula Lakshmi Narasimha Murthy、Pratap Kollu、Sri Venkata Narayan Pammi

  DOI：10.1246/cl.150503

  日期：2015.10.5

  Catalytic activity of nano-ferrite is explored in the synthesis of acridinedione and their derivatives under benign conditions; a greener protocol is reported in terms of excellent yield and recyclability under solvent-free reactions without using any additive/cocatalyst. Nano-ferrite catalyst is synthesized using sol–gel process at low temperatures. X-ray diffraction (XRD) and transmission electron microscopy (TEM) results exhibit cubic phase of maghemite (γ-Fe2O3) with average particle size of 18 nm. Furthermore, the catalyst can be easily separated using an external magnet and reused up to nine cycles without any significant loss of activity.

  纳米铁氧体在温和条件下合成吖啶二酮及其衍生物的催化活性得到了探讨；在无溶剂反应中，报告了一种更环保的方案，具有优异的产率和可回收性，无需使用任何添加剂或助催化剂。纳米铁氧体催化剂采用溶胶-凝胶法在低温下合成。X射线衍射（XRD）和透射电子显微镜（TEM）结果显示，具有立方相的磁铁矿（γ-Fe2O3）平均粒径为18纳米。此外，该催化剂可以通过外部磁铁轻松分离，并在九个循环内重复使用，活性几乎没有显著损失。
• Photooxidation of acridine(1,8)dione dyes: flash photolysis investigation of the mechanistic details
  作者：N. Srividya、P. Ramamurthy、V. T. Ramakrishnan

  DOI：10.1039/b005502f

  日期：——

  Photolysis of the acridinedione dyes leads to the formation of different products depending on the substitutents. The cationic radical and the solvated electron are the primary photoproducts. Flash photolysis studies show that the solvated electron subsequently reacts with the ground state molecule to give the anion radical. The enolic form of the cation radical is also observed as an intermediate

  吖啶二酮染料的光解导致形成不同的产物，这取决于取代基。阳离子自由基和溶剂化电子是主要的光产物。闪光光解研究表明，溶剂化电子随后与基态分子反应生成阴离子自由基。还观察到阳离子自由基的烯醇形式作为中间体。阳离子自由基的阴离子自由基和烯醇形式分别在约 480 和 550 nm 处吸收。随后，这些自由基分别产生酮基和以碳为中心的自由基。以碳为中心的自由基在 650 nm 处吸收。