1,2,3,4,9,10-hexahydro-3,3,7-trimethyl-1-oxoacridine | 137556-86-6

• 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: 1,2,3,4,9,10-hexahydro-3,3,7-trimethyl-1-oxoacridine
• 英文别名: 3,3,7-trimethyl-3,4,9,10-tetrahydroacridin-1(2H)-one；3,3,7-Trimethyl-2,4,9,10-tetrahydroacridin-1-one
• CAS: 137556-86-6
• 化学式: C₁₆H₁₉NO
• 分子量: 241.333
• InChiKey: YNDWZHMJNQVUPZ-UHFFFAOYSA-N

物化性质

• 熔点：
  230-232 °C
• 沸点：
  379.3±42.0 °C(predicted)
• 密度：
  1.12±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 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：

  1,2,3,4,9,10-hexahydro-3,3,7-trimethyl-1-oxoacridine 在 对苯醌 作用下， 以100%的产率得到1,2,3,4-tetrahydro-3,3,7-trimethylacridin-1-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：

  5,5-二甲基-3-(4-甲基苯胺基)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， 生成 1,2,3,4,9,10-hexahydro-3,3,7-trimethyl-1-oxoacridine
  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

• 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.