2-(4-溴苯基)-4,5-二氢-1H-咪唑 | 206535-83-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-(4-溴苯基)-4,5-二氢-1H-咪唑
• 英文名称: 2-(4-bromophenyl)imidazoline
• 英文别名: 2-(4-bromophenyl)-4,5-dihydro-1H-imidazole
• CAS: 206535-83-3
• 化学式: C₉H₉BrN₂
• 分子量: 225.088
• InChiKey: UMIZQBIGMUWVTO-UHFFFAOYSA-N

物化性质

• 熔点：
  198 °C
• 沸点：
  296.7±42.0 °C(Predicted)
• 密度：
  1.58±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  24.4
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2933290090

反应信息

• 作为反应物：
  描述：

  2-(4-溴苯基)-4,5-二氢-1H-咪唑 在 四(三苯基膦)钯 potassium carbonate 、 三乙胺 作用下， 以 乙二醇二甲醚 、 二氯甲烷 为溶剂， 生成 1-(tert-butoxycarbonyl)-2-(4'-methoxybiphenyl-4-yl)-4,5-dihydro-1H-imidazole
  参考文献：
  名称：

  New Synthons for the Preparation of Arylimidazolines and Tetrahydro­pyrimidine Analogues

  摘要：

  受叔丁氧羰基保护的溴代或碘苯代咪唑和四氢嘧啶都能与芳基硼酸发生铃木偶联反应，并获得良好的产率。

  DOI：

  10.1055/s-2007-966047
• 作为产物：
  描述：

  2-(4-Bromo-phenyl)-imidazolidine 在 碘 、 potassium carbonate 作用下， 以 叔丁醇 为溶剂， 反应 3.0h， 生成 2-(4-溴苯基)-4,5-二氢-1H-咪唑
  参考文献：
  名称：

  An Efficient Preparation of 2-Imidazolines and Imidazoles from Aldehydes with Molecular Iodine and (Diacetoxyiodo)benzene

  摘要：

  2-咪唑啉可以通过醛和乙二胺在氢氧化钾存在下与分子碘反应，容易制备，产率相当不错。此外，所获得的2-咪唑啉在室温下使用（二乙酸氧碘）苯顺利氧化为相应的咪唑，相应产率良好。

  DOI：

  10.1055/s-2005-923604

文献信息

• Heterocycle-substituted imidazolidine-2,4-diones, process for preparation thereof, medicaments comprising them and use thereof
  申请人：Jaehne Gerhard

  公开号：US20110046105A1

  公开（公告）日：2011-02-24

  The invention relates to compounds of formula (I) wherein the groups R and R′, A, D, E, G, L, p and R1 to R10 have the stated meanings and to their physiologically compatible salts. Said compounds are suitable, for example, as anti-obesity drugs.

  该发明涉及式(I)的化合物，其中基团R和R'、A、D、E、G、L、p以及R1到R10具有所述的含义，以及它们的生理兼容盐。所述化合物可作为抗肥胖药物，例如。
• 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。
• Ruthenium(II) carbonyl complexes containing pyridoxal thiosemicarbazone and trans-bis(triphenylphosphine/arsine): Synthesis, structure and their recyclable catalysis of nitriles to amides and synthesis of imidazolines
  作者：Rajendran Manikandan、Panneerselvam Anitha、Govindan Prakash、Paranthaman Vijayan、Periasamy Viswanathamurthi、Ray Jay Butcher、Jan Grzegorz Malecki

  DOI：10.1016/j.molcata.2014.12.017

  日期：2015.3

  hydrochloride ligands (L1–3) were synthesized and reacted with the ruthenium(II) starting complexes [RuHCl(CO)(EPh3)3] (EP or As). The resulting complexes [Ru(CO)(L1–3)(EPh3)2] (1–6) were characterized by elemental analyses and spectroscopic techniques. The molecular structure of complex 5 was identified by means of single crystal X-ray diffraction analysis. The catalytic activity of the new complexes

  合成了吡咯醛N（4）取代的盐酸替米卡巴zone配体（L 1-3），并与钌（II）起始配合物[RuHCl（CO）（EPh 3）3 ]（EP或As）反应。生成的络合物[Ru（CO）（L 1–3）（EPh 3）2]（1-6）通过元素分析和光谱技术表征。配合物5的分子结构通过单晶X射线衍射分析鉴定。评价了新配合物的催化活性，用于腈在无溶剂条件下的选择性水合为伯酰胺，以及腈与乙二胺的缩合反应。该过程适用于芳族，杂芳族和脂族腈，并能耐受多个取代基。为了寻找在该系列配合物中的最佳催化剂和良好的反应条件，进行了对硫代半脲的取代作用，反应时间，温度，溶剂和催化剂负载量的研究。还提出了两种腈催化反应的可能机理。
• 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。
• A Convenient Synthesis of Oxazolines and Imidazolines from Aromatic Aldehydes with Pyridinium Hydrobromide Perbromide in Water
  作者：Shinsei Sayama

  DOI：10.1055/s-2006-941597

  日期：2006.6

  Various 2-oxazolines were prepared from aromatic aldehydes and 2-aminoethanol with pyridinium hydrobromide per­bromide in water at room temperature. 2-Imidazolines were also obtained in good yields from aromatic aldehydes and ethylenediamine under the same reaction conditions.

  以吡啶溴氢溴化物为催化剂，室温下在水中用芳香醛和2-氨基乙醇制备了多种2-噁唑啉。在相同反应条件下，芳香醛和乙二胺也能获得较高产率的2-咪唑啉。