4,5-二氢-2-[(4-甲氧基苯基)甲基]-1H-咪唑 | 71609-39-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 4,5-二氢-2-[(4-甲氧基苯基)甲基]-1H-咪唑
• 英文名称: 4-Methoxytolazoline
• 英文别名: 2-(4-methoxyphenylmethyl)-2-imidazoline；2-(4-methoxyphenyl)methylimidazoline；2-(4-methoxy-benzyl)-4,5-dihydro-1H-imidazole；2-(4-Methoxy-benzyl)-4,5-dihydro-1H-imidazol；2-(4-Methoxybenzyl) imidazolin；1H-Imidazole, 4,5-dihydro-2-((4-methoxyphenyl)methyl)-；2-[(4-methoxyphenyl)methyl]-4,5-dihydro-1H-imidazole
• CAS: 71609-39-7
• 化学式: C₁₁H₁₄N₂O
• 分子量: 190.245
• InChiKey: WXPYWXPVCYJLOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  33.6
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933290090

反应信息

• 作为反应物：
  描述：

  4,5-二氢-2-[(4-甲氧基苯基)甲基]-1H-咪唑 在 potassium tert-butylate 、 二异丙胺 作用下， 以 二氯甲烷 、 叔丁醇 为溶剂， 反应 8.0h， 生成 2,3-dihydro-10-(4-methoxyphenyl)imidazo<1,2-g><1,6>naphthyridin-5(1H)-one
  参考文献：
  名称：

  咪唑并嘧啶并[1,2- g ] [1,6]萘啶酮的合成

  摘要：

  芳基甲基咪唑啉和（3-氯苯基）甲基-1,4,5,6-四氢嘧啶酰胺化2-氯-3-吡啶羰基氯，叔丁醇钾将产物环化为线性稠合的三环咪唑基和嘧啶基[1,2- g ] [1,6]萘啶酮。2-氯-3-吡啶甲酸乙酯与2-（苯基甲基）咪唑啉在甲醇钠存在下的缩合反应直接形成异构的，有角熔融的8,9-二氢-6-苯基咪唑[1,2- a ] [1,8萘啶-5（7 H-一。

  DOI：

  10.1002/jhet.5570270214
• 作为产物：
  描述：

  对甲氧基苯乙腈 在 盐酸 、 乙醇 作用下， 生成 4,5-二氢-2-[(4-甲氧基苯基)甲基]-1H-咪唑
  参考文献：
  名称：

  Imidazolines

  摘要：

  公开号：

  US02161938A1

文献信息

• Semi-Empirical Computation on Mechanism of Imidazolines and Benzimidazoles Synthesis and Their QSAR Studies
  作者：Swapnali Hazarika、Dilip Konwar、Manas Jyoti Bora

  DOI：10.14233/ajchem.2014.16320

  日期：——

  A green, mild and anaerobic synthesis of imidazolines and benzimidazoles from aldehydes and diamines using I2/KI/K2CO3/H2O system has been investigated by semi-empirical methods. The observed efficient direction of the above synthesis has been modeled from a comparison of the energies of four possible transition states arising from mono and di additions of iodines in the configured molecules. In the reaction I1 B is the most favorable transition state [TS] which is shown to be 20 Kcal/mol by PM3 analyses. The resulting trends of relative transition states energies are in excellent agreement with the experimental observations. Also, the bond order, bond length, heat of formation is in good agreement to the formation of product B. In order to establish the suitable mechanism of the reaction a quantitative structure activity relationship analysis has been made using hydrophobicity as the molecular descriptor. In this analysis the values of refractivity, polarizability, hydration energy, electron affinity, ionization potential and dipole moment of the compounds have been correlated with their hydrophobicity which has been taken as the molecular property.

  通过半经验方法研究了在I2/KI/K2CO3/H2O体系下，使用醛和二胺进行绿色、温和且厌氧的咪唑啉和苯并咪唑合成。通过比较四种可能的过渡状态的能量——源自配置分子中单加和双加碘——来模拟上述合成的高效方向。在反应I1中，B是最佳过渡态[TS]，PM3分析显示其能量为20千卡/摩尔。相对过渡态能量的趋势与实验观察结果非常吻合。此外，键级、键长和生成热都与产物B的生成一致。为了确定反应的适宜机理，使用疏水性作为分子描述符进行了定量结构活性关系分析。在此分析中，化合物折射率、极化率、水合能、电子亲和力、电离势和偶极矩的值与其疏水性相关联，作为分子属性。
• An efficient and one-pot synthesis of imidazolines and benzimidazoles via anaerobic oxidation of carbon–nitrogen bonds in water
  作者：Pranjal Gogoi、Dilip Konwar

  DOI：10.1016/j.tetlet.2005.10.134

  日期：2006.1

  The system, I2/KI/K2CO3/H2O, oxidizes carbon–nitrogen bonds for the synthesis of imidazolines and benzimidazoles from aldehydes and diamines under anaerobic conditions in water at 90 °C with excellent yields. The process is green, mild and inexpensive.

  I 2 / KI / K 2 CO 3 / H 2 O系统在90°C的水中厌氧条件下，通过醛和二胺氧化碳-氮键，以从醛和二胺合成咪唑啉和苯并咪唑，并具有出色的收率。该过程绿色，温和且便宜。
• Novel, Mild and Chemoselective Dehydrogenation of 2-Imidazolines with Trichloroisocyanuric Acid
  作者：Iraj Mohammadpoor-Baltork、Mohammad Zolfigol、Mohammad Abdollahi-Alibeik

  DOI：10.1055/s-2004-835635

  日期：——

  A rapid, mild and high-yielding method for dehydrogenation of a variety of structurally diverse 2-imidazolines to imidazoles using trichloroisocyanuric acid (TCCA) in the presence of DBU is reported. Chemoselective oxidation of 2-imidazolines can be achieved in the presence of sulfide and alcohol. The mild conditions of this procedure and the absence of any transition metal make this reaction suitable for safe laboratory use.

  报道了一种快速、温和且高产的脱氢方法，使用三氯异氰尿酸（TCCA）在DBU的存在下，将多种结构多样的2-咪唑啉转化为咪唑。该方法能够在存在硫化物和醇的情况下实现选择性氧化2-咪唑啉。这一过程的温和条件以及不使用任何过渡金属，使得该反应适合安全的实验室使用。
• Polyvinyl chloride plastisol composition
  申请人：ASAHI DENKA KOGYO KABUSHIKI KAISHA

  公开号：EP0331507A1

  公开（公告）日：1989-09-06

  The present invention provides a polyvinyl chloride plastisol composition characterized by containing a specified epoxy resin, a blocked isocyanate and, if necessary, a latent curing agent for an epoxy resin as tackifiers. This plastisol composition is excellent in storage stability and can strongly adhere to various metals and various undercoats of metals (such as electro-deposit) by baking even at a relatively low temperature to give a coating which is free from blowing and exhibits excellent adhesion after the immersion in hot water or the heating. Therefore, the composition is useful as a body sealer or undercoat for an automotive body.

  本发明提供了一种聚氯乙烯增塑溶胶组合物，其特点是含有特定的环氧树脂、封端异氰酸酯，必要时还含有环氧树脂的潜在固化剂作为增粘剂。这种增塑溶胶组合物具有出色的储存稳定性，即使在相对较低的温度下烘烤，也能牢固地附着在各种金属和金属的各种底涂层（如电沉积层）上，使涂层在热水中浸泡或加热后不起泡，并表现出出色的附着力。因此，该组合物可用作汽车车身的密封剂或底漆。
• 174. Amidines. Part XIII. Preparation of 2-substituted 4 : 5-dihydroglyoxalines and ring homologues from substituted amidines and alkylenediamines
  作者：P. Oxley、W. F. Short

  DOI：10.1039/jr9500000859

  日期：——