(E,E)-N-<3-(dimethylamino)-1-(4-trifluoromethylphenyl)-2-propylidene>-1H-2-methyl-4-phenyl-1,3-imidazol-1-amine | 170960-84-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (E,E)-N-<3-(dimethylamino)-1-(4-trifluoromethylphenyl)-2-propylidene>-1H-2-methyl-4-phenyl-1,3-imidazol-1-amine
• 英文别名: (E,3E)-N,N-dimethyl-3-(2-methyl-4-phenylimidazol-1-yl)imino-3-[4-(trifluoromethyl)phenyl]prop-1-en-1-amine
• CAS: 170960-84-6
• 化学式: C₂₂H₂₁F₃N₄
• 分子量: 398.431
• InChiKey: IBCYNJFLXIWOTQ-NDUJURLXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  33.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (E,E)-N-<3-(dimethylamino)-1-(4-trifluoromethylphenyl)-2-propylidene>-1H-2-methyl-4-phenyl-1,3-imidazol-1-amine 在 三氟乙酸 作用下， 反应 6.0h， 以86%的产率得到1-methyl-3-phenyl-6-(4-trifluoromethylphenyl)-1,3-imidazo<1,5-b>pyridazine
  参考文献：
  名称：

  A Novel Approach to the Synthesis of 1-Substituted-3,6-diaryl-imidazo[1,5-b]pyridazines

  摘要：

  A simple and efficient procedure for the preparation a new type of 1-substituted-3,6-diaryl-imidazo[ 1,5-b]pyridazines was described. This synthesis was carried out by the following three steps: Aryl methyl ketone 3 was condensed with 1-amino-2-substituted-4-arylimidazole 2 in ethanol with catalytic glacial acetic acid to afford enamines 4 a-k. Treatment with t-butoxybis(dimethylamino)methane in DME at room temperature gave enamine (5a-k) which was cyclized to compound (1a-k) in 84-96% yield in trifluoroacetic acid.

  DOI：

  10.1080/00397919508015480
• 作为产物：
  描述：

  4'-三氟甲基苯乙酮 在 溶剂黄146 作用下， 以 乙二醇二甲醚 、 乙醇 为溶剂， 反应 10.0h， 生成 (E,E)-N-<3-(dimethylamino)-1-(4-trifluoromethylphenyl)-2-propylidene>-1H-2-methyl-4-phenyl-1,3-imidazol-1-amine
  参考文献：
  名称：

  A Novel Approach to the Synthesis of 1-Substituted-3,6-diaryl-imidazo[1,5-b]pyridazines

  摘要：

  A simple and efficient procedure for the preparation a new type of 1-substituted-3,6-diaryl-imidazo[ 1,5-b]pyridazines was described. This synthesis was carried out by the following three steps: Aryl methyl ketone 3 was condensed with 1-amino-2-substituted-4-arylimidazole 2 in ethanol with catalytic glacial acetic acid to afford enamines 4 a-k. Treatment with t-butoxybis(dimethylamino)methane in DME at room temperature gave enamine (5a-k) which was cyclized to compound (1a-k) in 84-96% yield in trifluoroacetic acid.

  DOI：

  10.1080/00397919508015480