2-amino-7,7-dimethyl-1,4-di(4-methylphenyl)-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile

• 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-7,7-dimethyl-1,4-di(4-methylphenyl)-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile
• 英文别名: 2-amino-7,7-dimethyl-1,4-bis(4-methylphenyl)-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile；2-amino-7,7-dimethyl-1,4-bis(4-methylphenyl)-5-oxo-6,8-dihydro-4H-quinoline-3-carbonitrile
• 化学式: C₂₆H₂₇N₃O
• 分子量: 397.52
• InChiKey: WTQKMSNFQWFGSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  30
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  70.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5,5-二甲基-1,3-环己二酮 在 三乙烯二胺 、 四乙基溴化铵 作用下， 以 水 为溶剂， 反应 0.25h， 生成 2-amino-7,7-dimethyl-1,4-di(4-methylphenyl)-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile
  参考文献：
  名称：

  Singh, Satish Kumar; Jena, Sambedan, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2015, vol. 54B, # 6, p. 821 - 824

  摘要：

  DOI：

文献信息

• Hexamethylenetetramine-based ionic liquid anchored onto the metal–organic framework MIL-101(Cr) as a superior and reusable heterogeneous catalyst for the preparation of hexahydroquinolines
  作者：Saleheh Sanaei-Rad、Hakimeh Saeidiroshan、Boshra Mirhosseini-Eshkevari、Mohammad Ali Ghasemzadeh

  DOI：10.1007/s11164-020-04390-7

  日期：2021.5

  Regarding the significance of medicinal and pharmacological sciences, we explored one-pot multicomponent reaction of aromatic aldehydes, aryl amines, malononitrile and dimedone in the presence of HMTA-BAIL@MIL-101 (Cr) as a novel, stable and strong catalyst. The remarkable features of this approach are good to excellent yields (92–98%), short reaction times (10–20 min), low catalyst loading, reusability and stability of the catalyst. The prepared hexamethylenetetramine-based ionic liquid/MIL-101(Cr) composite was identified via FE-SEM, XRD, EDS, TGA, BET and FT-IR techniques.

  关于药用和药理科学的重要性，我们探索了在HMTA-BAIL@MIL-101 (Cr)作为一种新型、稳定且强的催化剂存在下，芳香醛、芳基胺、马隆腈和二甲酮的一锅多组分反应。这种方法的显著特点包括良好到优良的产率（92-98%）、短反应时间（10-20分钟）、低催化剂用量、催化剂的可重复使用性和稳定性。所制备的基于六亚甲基四胺的离子液体/MIL-101 (Cr)复合材料通过FE-SEM、XRD、EDS、TGA、BET和FT-IR技术进行了鉴定。
• DBU-catalyzed expeditious and facile multicomponent synthesis of N-arylquinolines under microwave irradiation
  作者：Satish Kumar Singh、Krishna Nand Singh

  DOI：10.1007/s00706-011-0651-y

  日期：2012.5

  AbstractN-Arylquinoline derivatives are obtained in excellent yields by a rapid, easy, and efficient one-pot multicomponent reaction of aromatic aldehydes, 3-arylamino-5,5-dimethylcyclohex-2-enone, and active methylene compounds utilizing 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) as a catalyst in ethanol under microwave irradiation. Graphical abstract

  摘要N-芳基喹啉衍生物可通过使用1,8-二氮杂双环与芳香醛，3-芳基氨基-5,5-二甲基环己-2-烯酮和活性亚甲基化合物进行快速，简便和有效的一锅多组分反应而以优异的收率获得[5.4.0]十一碳-7-烯（DBU）在微波辐射下作为乙醇中的催化剂。 图形概要
• Study of the Catalytic Activity of Zr(HPO₄)₂ in the Synthesis of Hexahydroquinoline Derivatives under Solvent-free Conditions
  作者：Shahrzad Abdolmohammadi

  DOI：10.5560/znb.2013-2237

  日期：2013.2.1

  2-Amino-7,7-dimethyl-5-oxo-1,4-diaryl-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile derivatives were synthesized by the one-pot four-component reaction of aromatic aldehydes, malononitrile, dimedone and arylamines in the presence of Zr(HPO₄)₂·H₂O (α-ZrP) as an effective and recyclable solid acid catalyst, in high yields.

  在 Zr(HPO4)2-H2O (α-ZrP)作为一种有效且可回收的固体酸催化剂存在下，通过芳香醛、丙二腈、二酮和芳基胺的一锅四组分反应合成了 2-氨基-7,7-二甲基-5-氧代-1,4-二甲基-1,4,5,6,7,8-六氢喹啉-3-甲腈衍生物，并获得了高产率。
• Three-component green synthesis of N-arylquinoline derivatives in ionic liquid [Bmim+][BF4−]: reactions of arylaldehyde, 3-arylamino-5,5-dimethylcyclohex-2-enone, and active methylene compounds
  作者：Xiang-Shan Wang、Mei-Mei Zhang、Hong Jiang、Chang-Sheng Yao、Shu-Jiang Tu

  DOI：10.1016/j.tet.2007.03.068

  日期：2007.5

  Three series of N-arylquinoline derivatives were synthesized by the three-component reactions of arylaidehyde, 3-arylamino-5,5-diinethyleyclohex-2-enone, and active methylene compounds including malononitrile, meldrum's acid, and 1,3-indenedione in ionic liquid [bmim(+)][BF4-] at 90 degrees C. (C) 2007 Elsevier Ltd. All rights reserved.
• Singh, Satish Kumar; Jena, Sambedan, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2015, vol. 54B, # 6, p. 821 - 824
  作者：Singh, Satish Kumar、Jena, Sambedan

  DOI：——

  日期：——