4-[(E)-2-(3,4-diphenylpyridazin-6-yl)vinyl]pyridazine-3,6-dicarboxylic acid dimethyl ester

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-[(E)-2-(3,4-diphenylpyridazin-6-yl)vinyl]pyridazine-3,6-dicarboxylic acid dimethyl ester
• 英文别名: dimethyl 4-[(E)-2-(5,6-diphenylpyridazin-3-yl)ethenyl]pyridazine-3,6-dicarboxylate
• 化学式: C₂₆H₂₀N₄O₄
• 分子量: 452.469
• InChiKey: JOUWZMMHPMCMCT-BUHFOSPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1,2,4,5-四嗪-3,6-二羧酸二甲酯 、 3,4-diphenyl-6-[4-(pyrrolidin-1-yl)buta-(1E,3E)-1,3-dienyl]pyridazine 以 乙腈 为溶剂， 反应 3.0h， 以35%的产率得到4-[(E)-2-(3,4-diphenylpyridazin-6-yl)vinyl]pyridazine-3,6-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  Synthesis of Azinylvinylpyridazines:  A General Note on the Isomerization of Hetaryldienamines

  摘要：

  Azinyldienamines underwent Diels Alder reaction of inverse electron demand with 1,2,4,5-tetrazine diester to give azinylvinylpyridazines. Comparison of the products obtained from mono-, di-, and triazinyldienamines revealed that, in some cases, isomerization of the olefinic side chain occurred which can be rationalized by the tautomeric conditions of the intermediates bearing these azine moieties. These experimental findings supported also by semiempirical calculations suggest the importance of the influence of the hetaryl group in such isomerizations.

  DOI：

  10.1021/jo960269u