4-(4'-hydroxybenzylidene)-3,5-pyrazolidinedione | 1247022-77-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-(4'-hydroxybenzylidene)-3,5-pyrazolidinedione
• 英文别名: 4-[(4-hydroxyphenyl)methylidene]pyrazolidine-3,5-dione
• CAS: 1247022-77-0
• 化学式: C₁₀H₈N₂O₃
• 分子量: 204.185
• InChiKey: SSBJUAZLQATTEB-UHFFFAOYSA-N

物化性质

• 熔点：
  260-261 °C(Solvent: Ethanol)
• 密度：
  1.458±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  78.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  吡唑烷-3,5-二酮 、 对羟基苯甲醛 以 甲醇 为溶剂， 反应 0.5h， 以80%的产率得到4-(4'-hydroxybenzylidene)-3,5-pyrazolidinedione
  参考文献：
  名称：

  Synthesis and crystal structure of some 3,5-pyrazolidinediones

  摘要：

  Syntheses of various derivatives of 3,5-pyrazolidenedione are reported. This includes 4-arylidene (alkylidene or aralkylidene)-3,5-pyrazolidinediones, which on epoxidation gave unreported oxiranes. The syntheses of these derivatives were based on either the Knoevenagel reaction of carbonyl derivatives with 3,4-pyrazolidinedione or cyclization of arylidene (alkylidene) malonic acid hydrazide with glacial acetic acid. 4-Arylazo-3,5-pyrazolidinedione derivatives were also prepared by coupling of aryldiazonium salts with 3,5-pyrazolidinedione or cyclization of arylazomalonic acid hydrazide. Reduction of 4-benzylidene derivatives gave the corresponding benzyl derivatives. The structure of the new products was confirmed by elemental and spectral analyses and X-ray crystallography.

  DOI：

  10.1007/s10593-010-0527-9