2-[(2E)-2-(4-methylphenyl)prop-2-enoyl]-1,4,5-trimethyl-1H-imidazole | 1266334-01-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 2-[(2E)-2-(4-methylphenyl)prop-2-enoyl]-1,4,5-trimethyl-1H-imidazole
• 英文别名: (E)-3-(4-methylphenyl)-1-(1,4,5-trimethylimidazol-2-yl)prop-2-en-1-one
• CAS: 1266334-01-3
• 化学式: C₁₆H₁₈N₂O
• 分子量: 254.332
• InChiKey: CWPJDIJTHUADFF-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4,5-dimethyl-1-phenylamino-1H-imidazole 在 sodium hydride 作用下， 以 四氢呋喃 、 甲苯 、 mineral oil 为溶剂， 反应 1.5h， 生成 2-[(2E)-2-(4-methylphenyl)prop-2-enoyl]-1,4,5-trimethyl-1H-imidazole
  参考文献：
  名称：

  Synthesis of 2-Keto-imidazoles Utilizing N-Arylamino-Substituted N-Heterocyclic Carbenes

  摘要：

  A new method for the synthesis of 2-aroyl-, 2-heteroaroyl-, and 2-cinnamoyl-substituted imidazoles in very good yields has been developed. The reaction employs novel nitrogen heterocyclic carbenes (NHCs), namely, N-arylamino-substituted NHCs, formed in situ from the corresponding imidazolium salts, and subsequent reaction with aromatic, heteroaromatic, and cinnamic aldehydes without utilizing transition metals or expensive specialized catalysts.

  DOI：

  10.1021/jo102244x

文献信息

• Synthesis of 2-Keto-imidazoles Utilizing <i>N</i>-Arylamino-Substituted N-Heterocyclic Carbenes
  作者：Tryfon Zarganes-Tzitzikas、Constantinos G. Neochoritis、Julia Stephanidou-Stephanatou、Constantinos A. Tsoleridis

  DOI：10.1021/jo102244x

  日期：2011.3.4

  A new method for the synthesis of 2-aroyl-, 2-heteroaroyl-, and 2-cinnamoyl-substituted imidazoles in very good yields has been developed. The reaction employs novel nitrogen heterocyclic carbenes (NHCs), namely, N-arylamino-substituted NHCs, formed in situ from the corresponding imidazolium salts, and subsequent reaction with aromatic, heteroaromatic, and cinnamic aldehydes without utilizing transition metals or expensive specialized catalysts.