N-((1H-pyrrol-2-yl)methylene)-2-(3,5-dimethyl-1H-pyrazol-1-yl)benzenamine | 1313759-41-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-((1H-pyrrol-2-yl)methylene)-2-(3,5-dimethyl-1H-pyrazol-1-yl)benzenamine
• 英文别名: N-[2-(3,5-dimethylpyrazol-1-yl)phenyl]-1-(1H-pyrrol-2-yl)methanimine
• CAS: 1313759-41-9
• 化学式: C₁₆H₁₆N₄
• 分子量: 264.33
• InChiKey: RMFNWAPGZUPOMH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  46
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-((1H-pyrrol-2-yl)methylene)-2-(3,5-dimethyl-1H-pyrazol-1-yl)benzenamine 、 三甲基铝 以 正己烷 、 甲苯 为溶剂， 以63%的产率得到AlMe(N-((1H-pyrrol-2-yl)methylene)-2-(3,5-dimethyl-1H-pyrazol-1-yl)benzeneamine(-1H))*Et2O
  参考文献：
  名称：

  Synthesis and characterization of aluminum and zinc complexes supported by pyrrole-based ligands and catalysis of the aluminum complexes toward the ring-opening polymerization of ɛ-caprolactone

  摘要：

  Reaction of quinolin-8-amine with 1H-pyrrole-2-carbaldehyde or 5-tert-butyl-1H-pyrrole-2-carbaldehyde catalyzed by HCO2H forms N-((1H-pyrrol-2-yl)methylene) quinolin-8-amine ( HL, 3a) or N-((5-tert-butyl-1H-pyrrol-2-yl) methylene) quinolin-8-amine ( HL', 3b). Treatment of 3a and 3b respectively with AlMe3 or AlEt3 in toluene affords corresponding aluminum complexes LAlMe2 (4a), L'AlMe2 (4b) and LAlEt2 (4c). Reaction of 3a and 3b with an equivalent of ZnEt2 in toluene generates L2Zn and L'Zn-2, respectively. A related compound N-((1H-pyrrol-2-yl) methylene)-2-(3,5-dimethyl-1H-pyrazol-1-yl) benzenamine ( HL '', 7) was prepared by reaction of 2-(3,5-dimethyl-1H-pyrazol-1-yl) benzenamine with 1H-pyrrole-2-carbaldehyde in the presence of HCO2H. Reaction of 7 with AlMe3 gives L '' 2AlMe (8), and with ZnEt2 yields L '' Zn-2 (9). All new compounds were characterized by NMR spectroscopy and elemental analysis. The structures of complexes 4b, 5b and 8 were additionally characterized by single crystal X-ray diffraction analyses. Complexes 4a-4c, and 8 were proved to be active catalysts for the ring-opening polymerization (ROP) of epsilon-caprolactone (epsilon-CL) in the presence of BnOH. The kinetic study of the polymerization reactions catalyzed by 4a and 8 was performed. (C) 2011 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2011.04.028
• 作为产物：
  描述：

  2-吡咯甲醛 、 2-(3,5-二甲基-吡唑-1-基)-苯胺 在 甲酸 作用下， 以 甲苯 为溶剂， 反应 6.0h， 以74%的产率得到N-((1H-pyrrol-2-yl)methylene)-2-(3,5-dimethyl-1H-pyrazol-1-yl)benzenamine
  参考文献：
  名称：

  Synthesis and characterization of aluminum and zinc complexes supported by pyrrole-based ligands and catalysis of the aluminum complexes toward the ring-opening polymerization of ɛ-caprolactone

  摘要：

  Reaction of quinolin-8-amine with 1H-pyrrole-2-carbaldehyde or 5-tert-butyl-1H-pyrrole-2-carbaldehyde catalyzed by HCO2H forms N-((1H-pyrrol-2-yl)methylene) quinolin-8-amine ( HL, 3a) or N-((5-tert-butyl-1H-pyrrol-2-yl) methylene) quinolin-8-amine ( HL', 3b). Treatment of 3a and 3b respectively with AlMe3 or AlEt3 in toluene affords corresponding aluminum complexes LAlMe2 (4a), L'AlMe2 (4b) and LAlEt2 (4c). Reaction of 3a and 3b with an equivalent of ZnEt2 in toluene generates L2Zn and L'Zn-2, respectively. A related compound N-((1H-pyrrol-2-yl) methylene)-2-(3,5-dimethyl-1H-pyrazol-1-yl) benzenamine ( HL '', 7) was prepared by reaction of 2-(3,5-dimethyl-1H-pyrazol-1-yl) benzenamine with 1H-pyrrole-2-carbaldehyde in the presence of HCO2H. Reaction of 7 with AlMe3 gives L '' 2AlMe (8), and with ZnEt2 yields L '' Zn-2 (9). All new compounds were characterized by NMR spectroscopy and elemental analysis. The structures of complexes 4b, 5b and 8 were additionally characterized by single crystal X-ray diffraction analyses. Complexes 4a-4c, and 8 were proved to be active catalysts for the ring-opening polymerization (ROP) of epsilon-caprolactone (epsilon-CL) in the presence of BnOH. The kinetic study of the polymerization reactions catalyzed by 4a and 8 was performed. (C) 2011 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2011.04.028