ethyl 2Z-(3-oxo-1H-pyrazolo[1.5.4-de]quinoxalin-2(3H)-ylidene)ethanoate | 1234863-03-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: ethyl 2Z-(3-oxo-1H-pyrazolo[1.5.4-de]quinoxalin-2(3H)-ylidene)ethanoate
• 英文别名: ethyl (2Z)-2-(11-oxo-1,2,9-triazatricyclo[6.3.1.04,12]dodeca-2,4(12),5,7-tetraen-10-ylidene)acetate
• CAS: 1234863-03-6
• 化学式: C₁₃H₁₁N₃O₃
• 分子量: 257.249
• InChiKey: DQMTUHIRCFPPDM-POHAHGRESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  73.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 2Z-(3-oxo-1H-pyrazolo[1.5.4-de]quinoxalin-2(3H)-ylidene)ethanoate 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 氯仿 为溶剂， 反应 1.0h， 以65%的产率得到ethyl bromo(3-oxo-3H-pyrazolo[1.5.4-de]quinoxalin-2-yl)acetate
  参考文献：
  名称：

  Synthesis of New Pyrazolo[1.5.4-de]quinoxalines

  摘要：

  New pyrazolo[1.5.4-de]quinoxaline derivatives were prepared by the action of 7-aminoindazole 1 on diethyl and dimethyl acetylene dicarboxylates. The structures of the obtained compounds and the direction of cyclization were investigated through a crystallographic study of compound 2. Further alkylation, hydrogenation, and bromination were also explored. The action of potassium thiocyanate on the obtained halo product led to a tetracyclic compound of 1.3-thiazolo[3.4-a]pyrazolo[1.5.4-de]quinoxaline series.

  DOI：

  10.1080/00397910903219526
• 作为产物：
  描述：

  7-氨基吲唑 、 丁炔二酸二乙酯 以 乙醇 为溶剂， 反应 0.5h， 以65%的产率得到ethyl 2Z-(3-oxo-1H-pyrazolo[1.5.4-de]quinoxalin-2(3H)-ylidene)ethanoate
  参考文献：
  名称：

  Synthesis of New Pyrazolo[1.5.4-de]quinoxalines

  摘要：

  New pyrazolo[1.5.4-de]quinoxaline derivatives were prepared by the action of 7-aminoindazole 1 on diethyl and dimethyl acetylene dicarboxylates. The structures of the obtained compounds and the direction of cyclization were investigated through a crystallographic study of compound 2. Further alkylation, hydrogenation, and bromination were also explored. The action of potassium thiocyanate on the obtained halo product led to a tetracyclic compound of 1.3-thiazolo[3.4-a]pyrazolo[1.5.4-de]quinoxaline series.

  DOI：

  10.1080/00397910903219526

文献信息

• Synthesis of New Pyrazolo[1.5.4-<i>de</i>]quinoxalines
  作者：Mohammed Boutayeb、Soufiane El Imadi、Mohammed Benchidmi、El Mokhtar Essassi、Nour-Eddine Es-Safi、Lahcen El Ammari

  DOI：10.1080/00397910903219526

  日期：2010.6.25

  New pyrazolo[1.5.4-de]quinoxaline derivatives were prepared by the action of 7-aminoindazole 1 on diethyl and dimethyl acetylene dicarboxylates. The structures of the obtained compounds and the direction of cyclization were investigated through a crystallographic study of compound 2. Further alkylation, hydrogenation, and bromination were also explored. The action of potassium thiocyanate on the obtained halo product led to a tetracyclic compound of 1.3-thiazolo[3.4-a]pyrazolo[1.5.4-de]quinoxaline series.