3,3-Dimethyl-3,4,9,10-tetrahydro-2H-acridin-1-one | 85796-91-4

• 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-Dimethyl-3,4,9,10-tetrahydro-2H-acridin-1-one
• 英文别名: 3,3-Dimethyl-2,4,9,10-tetrahydroacridin-1-one
• CAS: 85796-91-4
• 化学式: C₁₅H₁₇NO
• 分子量: 227.306
• InChiKey: ZDFDHGCJYCOVAJ-UHFFFAOYSA-N

物化性质

• 沸点：
  367.7±42.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,3-Dimethyl-3,4,9,10-tetrahydro-2H-acridin-1-one 在 对苯醌 作用下， 以100%的产率得到3,3-dimethyl-3,4-dihydroacridin-1(2H)-one
  参考文献：
  名称：

  One-Pot DBU-Promoted Synthesis of Hydroacridinones and Spirohexahydropyrimidines

  摘要：

  The potential hydroacridinone synthesis using simple and inexpensive starting materials, namely 1,3-dicarbonyl compounds, anilines, formaldehyde and DBU as a stoichiometric base was explored. As a result, from the reaction of 1,3-cyclohexanedione and dimedone tetrahydroacridinones were the main reaction products along with small yields of their oxidation products, the dihydroacridinones, whereas in the case of 2-acetylcyclohexanone spirohexahydropyrimidines were isolated in very good yields. Plausible mechanistic schemes for the formation of all products are proposed.

  DOI：

  10.1055/s-0033-1339922
• 作为产物：
  描述：

  3-苯胺基-5,5-二甲基环己-2-烯-1-酮 在 sodium hydroxide 、 Raney-nickel W-2 作用下， 以 二苯醚 、 乙醇 、 二甲基亚砜 为溶剂， 反应 21.5h， 生成 3,3-Dimethyl-3,4,9,10-tetrahydro-2H-acridin-1-one
  参考文献：
  名称：

  Tominaga, Yoshinori; Okuda, Hiroto; Mazume, Hisako, Journal of Heterocyclic Chemistry, 1991, vol. 28, # 5, p. 1245 - 1256

  摘要：

  DOI：

文献信息

• Transfer hydrogenation of nitrogen heterocycles using a recyclable rhodium catalyst immobilized on bipyridine-periodic mesoporous organosilica
  作者：Kazuma Matsui、Yoshifumi Maegawa、Minoru Waki、Shinji Inagaki、Yoshihiko Yamamoto

  DOI：10.1039/c7cy02167d

  日期：——

  Transfer hydrogenation of unsaturated nitrogen heterocycles using a rhodium catalyst immobilized on bipyridine-periodic mesoporous organosilica (BPy-PMO) is described. The immobilized catalyst was prepared by mixing [Cp*RhCl2]2 (Cp* = η5-C5Me5) with BPy-PMO powder in DMF at 60 °C and characterized by nitrogen adsorption measurements, solid-state NMR spectroscopy, X-ray diffraction, energy-dispersive

  描述了使用固定在联吡啶-周期介孔有机二氧化硅（BPy-PMO）上的铑催化剂进行不饱和氮杂环的转移氢化。固定化的催化剂通过混合制备的[Cp *的RhCl 2 ] 2（CP * =η 5 -C 5我5）在60°C的DMF中使用BPy-PMO粉末，并通过氮气吸附测量，固态NMR光谱，X射线衍射，能量色散X射线光谱和透射电子显微镜进行表征。在催化剂的存在下，将各种不饱和氮杂环进行转移氢化，以高收率得到相应的产物。固定的催化剂可以很容易地通过离心回收，并在转移氢化过程中重复使用几次。
• Generation and reactions of azaxylylenes
  作者：R.D. Bowen、D.E. Davies、C.W.G. Fishwick、T.O. Glasbey、S.J. Noyce、R.C. Storr

  DOI：10.1016/s0040-4039(00)85638-5

  日期：1982.1
• Tominaga, Yoshinori; Okuda, Hiroto; Mazume, Hisako, Journal of Heterocyclic Chemistry, 1991, vol. 28, # 5, p. 1245 - 1256
  作者：Tominaga, Yoshinori、Okuda, Hiroto、Mazume, Hisako

  DOI：——

  日期：——
• One-Pot DBU-Promoted Synthesis of Hydroacridinones and Spirohexahydropyrimidines
  作者：Julia Stephanidou-Stephanatou、Constantinos Tsoleridis、Constantinos Neochoritis、Nicolaos Eleftheriadis、Arianna Tsiantou

  DOI：10.1055/s-0033-1339922

  日期：——

  The potential hydroacridinone synthesis using simple and inexpensive starting materials, namely 1,3-dicarbonyl compounds, anilines, formaldehyde and DBU as a stoichiometric base was explored. As a result, from the reaction of 1,3-cyclohexanedione and dimedone tetrahydroacridinones were the main reaction products along with small yields of their oxidation products, the dihydroacridinones, whereas in the case of 2-acetylcyclohexanone spirohexahydropyrimidines were isolated in very good yields. Plausible mechanistic schemes for the formation of all products are proposed.