2-(3,4,5-三甲氧基苯基)-2-咪唑啉 | 401465-33-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 2-(3,4,5-三甲氧基苯基)-2-咪唑啉
• 英文名称: 2-(3,4,5-trimethoxyphenyl)-2-imidazoline
• 英文别名: 2-(3,4,5-trimethoxy-phenyl)-4,5-dihydro-1H-imidazole；2-(3,4,5-Trimethoxy-phenyl)-4,5-dihydro-1H-imidazol；2-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1H-imidazole
• CAS: 401465-33-6
• 化学式: C₁₂H₁₆N₂O₃
• 分子量: 236.271
• InChiKey: KIIGFSYTKBZATN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  52.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(3,4,5-三甲氧基苯基)-2-咪唑啉 、 3,4-二甲氧基苯硼酸 在 copper diacetate 、 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以46%的产率得到1-(3,4-dimethoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1H-imidazole
  参考文献：
  名称：

  2-咪唑啉的Chan–Evans–Lam N-芳基化

  摘要：

  DMSO中乙酸铜（II）促进的2-咪唑啉与芳基硼酸的N-芳基化提供了一种较有吸引力的替代方法，可替代先前报道的过渡金属催化的使用（杂）芳基卤化物的方法，因为它利用了可商购的硼酸的广阔试剂空间酸并在环境温度下进行。许多所得化合物明显类似于铅，因此将开发良好的方法定位在面向铅的合成工具箱中。

  DOI：

  10.1021/acs.joc.6b02404
• 作为产物：
  描述：

  在 N-溴代丁二酰亚胺(NBS) 作用下， 以 水 为溶剂， 反应 0.25h， 生成 2-(3,4,5-三甲氧基苯基)-2-咪唑啉
  参考文献：
  名称：

  Ultrasound promoted synthesis of 2-imidazolines in water: A greener approach toward monoamine oxidase inhibitors

  摘要：

  A series of sixteen 2-substituted-2-imidazolines (where the substituent R = Ph, Me-4-Ph; MeO-4-Ph; (MeO) 2-3,4-Ph; (MeO)(3)-3,4,5-Ph; Ph-4-O-C(O)-Ph; Cl-4-Ph; Cl-2-Ph; Cl-2-2,4-Ph; NO2-4-Ph; NO2-3-Ph; Naphth-2-yl; Fur-2-yl; Benzofur-2-yl; Pyridin-2-yl; Quinolin-2-yl) has been synthesized from the reaction of the substituted-aldehydes and ethylenediamine by ultrasound irradiation with NBS in an aqueous medium in high yields (80-99%). The 2-imidazoline ability to inhibit the activity of the A and B isoforms of monoamine oxidase (MAO) was investigated and some of them showed potent and selective MAO inhibitory activity especially for the MAO-B isoform and could become promising candidates for future development. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.03.001

文献信息

• Cu(II) immobilized on Fe$_{3}$O$_{4}$@Agarose nanomagnetic catalyst functionalized with ethanolamine phosphate--salicylaldehyde Schiff base: a magnetically reusable nanocatalyst for preparation of 2-substituted imidazolines, oxazolines, and thiazolines
  作者：Zeinab ZAREI、Batool AKHLAGHINIA

  DOI：10.3906/kim-1704-53

  日期：——

  Herein we synthesized Cu(II) immobilized on Fe$_3}$O$_4}$ @Agarose functionalized with ethanolamine phosphate salicylaldehyde Schiff base (Fe$_3}$O$_4}$ @Agarose/SAEPH$_2}$ /Cu(II)) as a new and cost-effective nanomagnetic catalyst. The nanomagnetic catalyst was characterized by FT-IR, XRD, VSM, SEM-EDX, TEM, TGA, and ICP techniques and it was found that the particles were about 9-25 nm in size

  本文中，我们合成了固定在Fe $ _ 3} $ O $ _ 4} $ @用乙醇胺磷酸酯水杨醛席夫碱（Fe $ _ 3} $ O $ _ 4} $ @ Agarose / SAEPH $ _ 2} $ / Cu（II））作为一种新型且具成本效益的纳米磁性催化剂。用FT-IR，XRD，VSM，SEM-EDX，TEM，TGA和ICP技术对纳米磁性催化剂进行了表征，发现该催化剂的粒径为9-25 nm，球形的Fe $ _ 琼脂糖中空孔结构中的3} $ O $ _ 4} $颗粒。制备的纳米磁性催化剂显示出优异的制备2-取代的咪唑啉，恶唑啉和噻唑啉的活性。与某些市售铜源相比，该催化剂易于制备并且显示出更高的催化活性。更重要的是，
• AT150307
  申请人：——

  公开号：——

  公开（公告）日：——
• The Chan–Evans–Lam <i>N</i>-Arylation of 2-Imidazolines
  作者：Dmitry Dar’in、Mikhail Krasavin

  DOI：10.1021/acs.joc.6b02404

  日期：2016.12.16

  N-Arylation of 2-imidazolines with arylboronic acids promoted by copper(II) acetate in DMSO provides an attractive alternative to the earlier reported transition metal-catalyzed approaches employing (hetero)aryl halides as it taps into the vast reagent space of commercially available boronic acids and proceeds at ambient temperature. Many of the resulting compounds are distinctly lead-like, thus positioning

  DMSO中乙酸铜（II）促进的2-咪唑啉与芳基硼酸的N-芳基化提供了一种较有吸引力的替代方法，可替代先前报道的过渡金属催化的使用（杂）芳基卤化物的方法，因为它利用了可商购的硼酸的广阔试剂空间酸并在环境温度下进行。许多所得化合物明显类似于铅，因此将开发良好的方法定位在面向铅的合成工具箱中。
• Ultrasound promoted synthesis of 2-imidazolines in water: A greener approach toward monoamine oxidase inhibitors
  作者：Gabriela da S. Sant’ Anna、Pablo Machado、Patricia D. Sauzem、Fernanda A. Rosa、Maribel A. Rubin、Juliano Ferreira、Helio G. Bonacorso、Nilo Zanatta、Marcos A.P. Martins

  DOI：10.1016/j.bmcl.2008.03.001

  日期：2009.1

  A series of sixteen 2-substituted-2-imidazolines (where the substituent R = Ph, Me-4-Ph; MeO-4-Ph; (MeO) 2-3,4-Ph; (MeO)(3)-3,4,5-Ph; Ph-4-O-C(O)-Ph; Cl-4-Ph; Cl-2-Ph; Cl-2-2,4-Ph; NO2-4-Ph; NO2-3-Ph; Naphth-2-yl; Fur-2-yl; Benzofur-2-yl; Pyridin-2-yl; Quinolin-2-yl) has been synthesized from the reaction of the substituted-aldehydes and ethylenediamine by ultrasound irradiation with NBS in an aqueous medium in high yields (80-99%). The 2-imidazoline ability to inhibit the activity of the A and B isoforms of monoamine oxidase (MAO) was investigated and some of them showed potent and selective MAO inhibitory activity especially for the MAO-B isoform and could become promising candidates for future development. (C) 2008 Elsevier Ltd. All rights reserved.