2-amino-5-nitro-4,6-diphenylcyclohex-1-ene-1,3,3-tricarbonitrile

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-amino-5-nitro-4,6-diphenylcyclohex-1-ene-1,3,3-tricarbonitrile
• 英文别名: 2-Amino-5-nitro-4,6-diphenylcyclohex-2-ene-1,1,3-tricarbonitrile
• 化学式: C₂₁H₁₅N₅O₂
• 分子量: 369.382
• InChiKey: FMZSTWFOTLWBJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  143
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  苯甲醛 在 NaCO₃^(1-) on Amberlyst A-26 support 作用下， 以 二氯甲烷 为溶剂， 生成 2-amino-5-nitro-4,6-diphenylcyclohex-1-ene-1,3,3-tricarbonitrile
  参考文献：
  名称：

  An Improved Procedure for 2-amino-5-nitro-4,6-diarylcyclohex-1-ene-1,3,3-tricar Bonitriles; Carbonate on Polymer Support as Mild and Reusable Catalyst

  摘要：

  在合成2-氨基-5-硝基-4,6-二芳基环己-1-烯-1,3,3-三氰基过程中，已开发出一种新的催化体系，该体系使用聚合物载体上的碳酸盐（Amberlyst A-26 $NaCO_3{^-}$）。该方法的特点包括：短反应时间、分离简单、催化剂安全以及高产率。

  DOI：

  10.5012/jkcs.2011.55.5.808

文献信息

• A convenient three-component reaction leading to the synthesis of polysubstituted cyclohexene derivatives
  作者：Xiao-Yang Guan、Min Shi

  DOI：10.1039/b810299f

  日期：——

  A three-component reaction of beta-nitrostyrene, arylmethylidenemalononitrile and malononitrile catalyzed by imidazole produced the corresponding polysubstituted cyclohexene derivatives in moderate to good yields under mild conditions. A further improvement of this three-component reaction has also been achieved by starting from a commercially available aromatic aldehyde, nitromethane and malononitrile

  咪唑催化的β-硝基苯乙烯，芳基亚甲基丙二腈和丙二腈的三组分反应在温和的条件下以中等至良好的产率生成了相应的多取代的环己烯衍生物。通过从可商购的芳族醛，硝基甲烷和丙二腈开始，以中等收率得到产物，也已经实现了对这种三组分反应的进一步改进。
• One-pot synthesis of 2-amino-5-nitro-4,6-diarylcyclohex-1-ene-1,3,3-tricarbo-nitriles by condensation of aldehyde, malononitrile, and nitromethane in the presence of Mg–Al HT under solvent-free condition
  作者：Siddheshwar W. Kshirsagar、Nitin R. Patil、Shriniwas D. Samant

  DOI：10.1016/j.tetlet.2010.03.112

  日期：2010.5

  A multicomponent one-pot reaction of aromatic aldehyde, malononitrile, and nitromethane is carried out in the presence of HTs (different Mg/Al ratios) and other solid bases, where 2-amino-5-nitro-4,6-diphenylcyclohex-1-ene-1,3,3-tricarbonitriles are obtained. HT with Mg/Al = 5 is the best catalyst for the reaction. The reaction gives best results under solvent-free condition. The catalyst can be easily

  芳族醛，丙二腈和硝基甲烷的多组分一锅反应在HTs（不同的Mg / Al比）和其他固体碱（其中2-amino-5-nitro-4,6-diphenylcyclohex-1）存在的情况下进行得到-烯-1,3,3-三腈。Mg / Al = 5的HT是反应的最佳催化剂。在无溶剂条件下，该反应可获得最佳结果。该催化剂可以容易地分离并且是可回收的。其他参数进行了优化。
• A CONVENIENT SYNTHESIS OF 2-AMINO-1,3,3-TRICYANO-5-NITRO-4,6-DIARYLCYCLOHEXENES CATALYZED BY KF-ALUMINA
  作者：Daqing Shi、Shujiang Tu、Changsheng Yao、Xiangshan Wang、Yucheng Wang

  DOI：10.1081/scc-120013724

  日期：2002.1.1

  A series of 2-amino-1,3,3-tricyano-5-nitro-4,6-diarylcyclohexenes were synthesized by reaction of aryl-methylidenemalononitriles and nitromethane catalyzed by KF-alumina. Its structure was determined by single crystal X-ray diffraction.
• 2-Amino-5-nitro-4,6-diarylcyclohex-1-ene-1,3,3-tricarbonitriles as new and effective corrosion inhibitors for mild steel in 1 M HCl: Experimental and theoretical studies
  作者：Chandrabhan Verma、M.A. Quraishi、Ambrish Singh

  DOI：10.1016/j.molliq.2015.10.026

  日期：2015.12

  The influence of three 2-amino-5-nitro-4,6-diarylcyclohex-2-ene-1,3,3-tricarbonitrile (ANDT) derivatives namely, 2-amino-5-nitro-4,6-diphenylcyclohex-1-ene-1,3,3-tricarbonitrile (ANDT-1), 2-amino-4,6-bis-(4-methoxy-phenyl)-5-nitro-cyclohex-2-ene-1,3,3-tricarbonitrile (ANDT-2) and 2-amino-4,6-bis-(3-hydroxy-4-methoxy-phenyl)-5-nitro-cyclohex-2-ene-1,3,3-tricarbonitrile (ANDT-3) on mild steel corrosion in 1 M HCl has been investigated using experimental and theoretical techniques. Among the all studied inhibitors the ANDT-3 showed maximum inhibition efficiency of 98.96% at 25 mg L-1. Adsorption of the ANDTs on mild steel surface follows the Langmuir adsorption isotherm. Polarization studies show that ANDTs act as mixed type inhibitors. SEM, EDX and AFM techniques were used to confirm the existence of adherent protective film of inhibitors on the mild steel surface. A quantum chemical calculation based on the DFT-theory was used to further corroborate the mechanism of inhibition. (C) 2015 Elsevier B.V. All rights reserved.
• An Improved Procedure for 2-amino-5-nitro-4,6-diarylcyclohex-1-ene-1,3,3-tricar Bonitriles; Carbonate on Polymer Support as Mild and Reusable Catalyst
  作者：T.S.R. Prasanna、K. Mohana Raju

  DOI：10.5012/jkcs.2011.55.5.808

  日期：2011.10.20

  A new catalytic system has been developed in the synthesis of 2-amino-5-nitro-4,6-diarylcyclohex-1-ene-1,3,3-tricarbonitriles using carbonate on polymer support (Amberlyst A-26 $NaCO_3^-}$). Short reaction time, simplicity of isolation, safe catalyst and high yields of product are the features.

  在合成2-氨基-5-硝基-4,6-二芳基环己-1-烯-1,3,3-三氰基过程中，已开发出一种新的催化体系，该体系使用聚合物载体上的碳酸盐（Amberlyst A-26 $NaCO_3^-}$）。该方法的特点包括：短反应时间、分离简单、催化剂安全以及高产率。