2,4,4-trimethyl-1-phenyl-4,5-dihydro-1H-imidazole | 122884-27-9

• 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: 2,4,4-trimethyl-1-phenyl-4,5-dihydro-1H-imidazole
• 英文别名: 2,4,4-Trimethyl-1-phenyl-4,5-dihydro-1H-imidazol；2,5,5-trimethyl-3-phenyl-4H-imidazole
• CAS: 122884-27-9
• 化学式: C₁₂H₁₆N₂
• 分子量: 188.272
• InChiKey: YYTFAZKXXDPJKW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  15.6
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  对氯苯甲酸甲酯 、 2,4,4-trimethyl-1-phenyl-4,5-dihydro-1H-imidazole 生成 1-(4-Chloro-phenyl)-2-[4,4-dimethyl-1-phenyl-imidazolidin-(2E)-ylidene]-ethanone
  参考文献：
  名称：

  5-(2-Aminoethyl)-3-aryl-5-phenylaminoisoxazole durch Ringtransformation von 2-Phenacylidenimidazolidinen

  摘要：

  将 2-苯基亚氨基咪唑烷环转化为 5-(2-氨基乙基)氨基异噁唑 锂化的 2-烷基-1-苯基-4,5-二氢咪唑与苯甲酸酯（和吡啶类似物）反应，生成具有 2-苯基亚氨基咪唑烷结构的酰基乙烯 N,N-乙醛。NOE 实验证实了这些化合物具有外环双键的 E 构型。在盐酸羟胺的作用下，这些 "内氨基酮 "发生环状转变，生成 5-（2-氨基乙基氨基）异噁唑，并通过光谱方法对其进行了表征。

  DOI：

  10.1055/s-1989-27131
• 作为产物：
  描述：

  N-(2-氨基-2-甲基丙基)苯胺 、 溶剂黄146 生成 2,4,4-trimethyl-1-phenyl-4,5-dihydro-1H-imidazole
  参考文献：
  名称：

  The Synthesis of Imidazolines from 1,2-Diamines and Carboxylic Acids

  摘要：

  DOI：

  10.1021/ja01184a095

文献信息

• Azoline ring-containing compound, electron transport/injection layer material containing the same, and organic electroluminescent element using the same
  申请人：JNC CORPORATION

  公开号：US11342511B2

  公开（公告）日：2022-05-24

  An object is to provide an azoline ring-containing compound which achieves characteristics required for an organic EL element, such as a driving voltage, a quantum efficiency, and element lifetime in a well-balanced manner, and particularly can obtain a high quantum efficiency, for example, in a case where the azoline ring-containing compound is used for the organic EL element. The above object is achieved by an azoline ring-containing compound represented by the following general formula (1). In formula (1), φ represents an m-valent group derived from an aromatic hydrocarbon having 6 to 40 carbon atoms or the like, Y represents —O—, —S—, or >N—Ar, R1 to R5 each represent a hydrogen atom or an alkyl having 1 to 4 carbon atoms, and L represents a phenylene group or the like.

  目的是提供一种含氮啉环的化合物，它能以平衡的方式实现有机电致发光元件所需的特性，如驱动电压、量子效率和元件寿命，尤其是在将含氮啉环的化合物用于有机电致发光元件的情况下，可以获得较高的量子效率。由以下通式（1）表示的含唑啉环化合物可实现上述目标。 在式 (1) 中，φ 代表衍生自具有 6 至 40 个碳原子的芳香烃或类似物的 m 价基团，Y 代表 -O-、-S- 或 >N-Ar，R1 至 R5 各代表氢原子或具有 1 至 4 个碳原子的烷基，L 代表亚苯基或类似物。
• DANNHARDT, GERD;LAUFER, STEFAN, SYNTHESIS,(1989) N, C. 12-15
  作者：DANNHARDT, GERD、LAUFER, STEFAN

  DOI：——

  日期：——
• AZOLINE RING-CONTAINING COMPOUND, ELECTRON TRANSPORT/INJECTION LAYER MATERIAL CONTAINING THE SAME, AND ORGANIC ELECTROLUMINESCENT ELEMENT USING THE SAME
  申请人：JNC CORPORATION

  公开号：US20180212156A1

  公开（公告）日：2018-07-26

  An object is to provide an azoline ring-containing compound which achieves characteristics required for an organic EL element, such as a driving voltage, a quantum efficiency, and element lifetime in a well-balanced manner, and particularly can obtain a high quantum efficiency, for example, in a case where the azoline ring-containing compound is used for the organic EL element. The above object is achieved by an azoline ring-containing compound represented by the following general formula (1). In formula (1), φ represents an m-valent group derived from an aromatic hydrocarbon having 6 to 40 carbon atoms or the like, Y represents —O—, —S—, or >N—Ar, R 1 to R 5 each represent a hydrogen atom or an alkyl having 1 to 4 carbon atoms, and L represents a phenylene group or the like.
• The Synthesis of Imidazolines from 1,2-Diamines and Carboxylic Acids
  作者：J. L. Riebsomer

  DOI：10.1021/ja01184a095

  日期：1948.4
• 5-(2-Aminoethyl)-3-aryl-5-phenylaminoisoxazole durch Ringtransformation von 2-Phenacylidenimidazolidinen
  作者：Gerd Dannhardt、Stefan Laufer

  DOI：10.1055/s-1989-27131

  日期：——

  Ring Transformation of 2-Phenacylideneimidazolidines into 5-(2-Amino-ethyl)aminoisoxazoles The reaction of lithiated 2-alkyl-1-phenyl-4,5-dihydroimidazoles with benzoic esters (and pyridine analogs) leads to acylketene N,N-acetals having the structure of 2-phenacylideneimidazolidines. The E configuration of these compounds with an exocyclic double bond was substantiated by NOE experiments. With hydroxylamine hydrochloride these "endiaminones" undergo ring transformation to give 5-(2-aminoethylamino) isoxazoles which were characterized by spectrometric methods.

  将 2-苯基亚氨基咪唑烷环转化为 5-(2-氨基乙基)氨基异噁唑 锂化的 2-烷基-1-苯基-4,5-二氢咪唑与苯甲酸酯（和吡啶类似物）反应，生成具有 2-苯基亚氨基咪唑烷结构的酰基乙烯 N,N-乙醛。NOE 实验证实了这些化合物具有外环双键的 E 构型。在盐酸羟胺的作用下，这些 "内氨基酮 "发生环状转变，生成 5-（2-氨基乙基氨基）异噁唑，并通过光谱方法对其进行了表征。