2-amino-4,6-bis-(3-hydroxy-4-methoxyphenyl)-5-nitrocyclohex-2-ene-1,3,3-tricarbonitrile | 1228031-37-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-amino-4,6-bis-(3-hydroxy-4-methoxyphenyl)-5-nitrocyclohex-2-ene-1,3,3-tricarbonitrile
• 英文别名: 2-Amino-4,6-bis(3-hydroxy-4-methoxyphenyl)-5-nitrocyclohex-2-ene-1,1,3-tricarbonitrile
• CAS: 1228031-37-5
• 化学式: C₂₃H₁₉N₅O₆
• 分子量: 461.434
• InChiKey: MQMDIJQYMCNVIK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  34
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  202
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  异香兰素 在 NaCO₃^(1-) on Amberlyst A-26 support 作用下， 以 二氯甲烷 为溶剂， 生成 2-amino-4,6-bis-(3-hydroxy-4-methoxyphenyl)-5-nitrocyclohex-2-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

• 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。
• 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.