4-Hydroxy-6-p-tolyl-pyridazine-3-carboxylic acid ethyl ester | 185118-04-1

• 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-Hydroxy-6-p-tolyl-pyridazine-3-carboxylic acid ethyl ester
• 英文别名: Ethyl 6-(4-methylphenyl)-4-oxo-1,4-dihydropyridazine-3-carboxylate；ethyl 6-(4-methylphenyl)-4-oxo-1H-pyridazine-3-carboxylate
• CAS: 185118-04-1
• 化学式: C₁₄H₁₄N₂O₃
• 分子量: 258.277
• InChiKey: KMBMZIGDWZHDCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  67.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  乙酰氯 、 4-Hydroxy-6-p-tolyl-pyridazine-3-carboxylic acid ethyl ester 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 14.0h， 以55%的产率得到4-Acetoxy-6-p-tolyl-pyridazine-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Zalesov; Vyaznikova; Andreichikov, Russian Journal of Organic Chemistry, 1996, vol. 32, # 5, p. 705 - 709

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl (Z)-2-diazo-5-hydroxy-5-(4-methylphenyl)-3-oxopent-4-enoate 在 三苯基膦 作用下， 以 乙醚 为溶剂， 以50%的产率得到4-Hydroxy-6-p-tolyl-pyridazine-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis and molecular structure of 6-aryl-3-ethoxycarbonyl-4-hydroxypyridazines

  摘要：

  Ethyl Z-5-aryl-2-diazo-5-hydroxy-3-oxopent-4-enoates interact with triphenylphosphine to give 6-aryl-3-ethoxycarbonyl-4-hydroxypyridazines (Ar = Ph, 4-MeC6H4, 4-ClC6H4). Quantum-chemical calculations (MNDO) were performed to estimate the tautomeric equilibrium in the latter using a 6-phenyl-substituted derivative as an example. Acetylation of the 4-hydroxypyridazines led to 4-acetoxy-6-aryl-3-ethoxycarbonylpyridazines. The structure of the latter was confirmed by an X-ray diffraction analysis of 4-acetoxy-3-ethoxycarbonyl-6-(p-tolyl)pyridazine.

  DOI：

  10.1007/bf02495271

文献信息

• Zalesov; Vyaznikova; Andreichikov, Russian Journal of Organic Chemistry, 1996, vol. 32, # 5, p. 705 - 709
  作者：Zalesov、Vyaznikova、Andreichikov

  DOI：——

  日期：——
• Synthesis and molecular structure of 6-aryl-3-ethoxycarbonyl-4-hydroxypyridazines
  作者：Z. G. Aliev、N. G. Vyaznikova、V. V. Zalesov、S. S. Kataev、Yu. S. Andreichikov、L. O. Atovmyan

  DOI：10.1007/bf02495271

  日期：1997.12

  Ethyl Z-5-aryl-2-diazo-5-hydroxy-3-oxopent-4-enoates interact with triphenylphosphine to give 6-aryl-3-ethoxycarbonyl-4-hydroxypyridazines (Ar = Ph, 4-MeC6H4, 4-ClC6H4). Quantum-chemical calculations (MNDO) were performed to estimate the tautomeric equilibrium in the latter using a 6-phenyl-substituted derivative as an example. Acetylation of the 4-hydroxypyridazines led to 4-acetoxy-6-aryl-3-ethoxycarbonylpyridazines. The structure of the latter was confirmed by an X-ray diffraction analysis of 4-acetoxy-3-ethoxycarbonyl-6-(p-tolyl)pyridazine.