4-(4'-methoxyphenylazo)-3,5-pyrazolidinedione | 1247022-99-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 4-(4'-methoxyphenylazo)-3,5-pyrazolidinedione
• 英文别名: 4-[(4-methoxyphenyl)diazenyl]pyrazolidine-3,5-dione
• CAS: 1247022-99-6
• 化学式: C₁₀H₁₀N₄O₃
• 分子量: 234.214
• InChiKey: DQQSRGCPHLQCLE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  92.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  吡唑烷-3,5-二酮 、 甲氧苯胺 在 盐酸 、 sodium nitrite 作用下， 以 水 、 甲醇 为溶剂， 以43%的产率得到4-(4'-methoxyphenylazo)-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

文献信息

• Synthesis and crystal structure of some 3,5-pyrazolidinediones
  作者：Saoud A. M. Metwally、Maisa I. Abdel Moneim、Yasser A. Elossely、Radwa I. Awad、Khaled Abou-Hadeed

  DOI：10.1007/s10593-010-0527-9

  日期：2010.8

  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.