3-(4-chlorophenyl)-1-p-tolyl-1H-pyrazolo[4,3-c]pyridazine | 1018831-56-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(4-chlorophenyl)-1-p-tolyl-1H-pyrazolo[4,3-c]pyridazine
• CAS: 1018831-56-5
• 化学式: C₁₈H₁₃ClN₄
• 分子量: 320.781
• InChiKey: ZYZYCRIZWDZCID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.44
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  43.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  (Z)-3-((4-chlorophenyl)(2-p-tolylhydrazono)methyl)pyridazine 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 为溶剂， 以70%的产率得到3-(4-chlorophenyl)-1-p-tolyl-1H-pyrazolo[4,3-c]pyridazine
  参考文献：
  名称：

  A New Cyclization to Fused Pyrazoles Tunable for Pericyclic or Pseudopericyclic Route: An Experimental and Theoretical Study

  摘要：

  2-Pyrazinyl (2) and 3-pyridazinylketone arylhydrazones (6) and their benzologues undergo a ring closure reaction to yield pyrazolo[3,4-b]pyrazines (4) and pyrazolo[4,3-c]pyridazines (7), respectively, in acceptable to good yields. The reaction was found to be accelerated by using acidic or basic conditions. Quantum chemical calculations suggest the key step of the mechanism to be a direct cyclization; analysis of aromaticity based on computed magnetic properties revealed its medium-dependent pericyclic or pseudopericyclic character. The cyclization reaction has also been extended for the synthesis of related ring systems (9, 12, 14).

  DOI：

  10.1021/jo800483a