2-diazonio-1-(4-nitrophenyl)-3,5-dioxo-5-phenylpent-1-en-1-olate | 749923-93-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-diazonio-1-(4-nitrophenyl)-3,5-dioxo-5-phenylpent-1-en-1-olate
• CAS: 749923-93-1
• 化学式: C₁₇H₁₁N₃O₅
• 分子量: 337.291
• InChiKey: KNRZWVHJYMVFNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.29
• 重原子数：
  25.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  130.75
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-diazonio-1-(4-nitrophenyl)-3,5-dioxo-5-phenylpent-1-en-1-olate 在 三苯基膦 作用下， 以 乙醚 为溶剂， 以46%的产率得到3-(4-nitrobenzoyl)-4-hydroxy-6-phenylpyridazine
  参考文献：
  名称：

  Chemistry of Diazopolycarbonyl Compounds: IX. Synthesis of 6-Aryl-3-acyl-4-hydroxypyridazines by Heterocyclization of 1,5-Disubstituted 2-Diazo-1,3,5-pentanetriones

  摘要：

  5-Aryl-2-diazo-1,3,5-pentanetriones undergo intramolecular cyclization by the action of triphenylphosphine to give triphenylphosphine oxide and substituted 6-aryl-3-acyl-4-hydroxypyridazines.

  DOI：

  10.1023/b:rujo.0000045200.31315.f1
• 作为产物：
  描述：

  2-重氮基-1-[4-硝基苯基]-乙酮 、 5-苯基呋喃-2,3-二酮 以 苯 为溶剂， 反应 2.0h， 以22.4%的产率得到2-diazonio-1-(4-nitrophenyl)-3,5-dioxo-5-phenylpent-1-en-1-olate
  参考文献：
  名称：

  重氮多羰基化合物的化学：VIII。通过取代2-重氮戊烷-1,3,5-三酮的转化合成含氮杂环

  摘要：

  Ethyl 5-aryl-2-diazo-3,5-dioxopentanoates and 1,5-diaryl-2-diazopentane-1,3,5-triones are partially enolized in solutions. By O-methylation of enol forms of diazo esters with diazomethane ethyl 5-aryl-2-diazo-5-methoxy-3-oxopent-4-enoates were prepared. Concurrently with the O-methylation the diazo esters undergo heterocyclization into 3,5-disubstituted 4-hydroxypyrazoles which under the reaction condition suffer O- and N-methylation by excess diazomethane. 3,5-Diaroyl-4-hydroxypyrazoles were also obtained from diazopentanetriones but here triethylamine served as the cyclization reagent.

  DOI：

  10.1023/b:rujo.0000013140.10977.7f