2-{[(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)amino]methylidene}propanedinitrile

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-{[(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)amino]methylidene}propanedinitrile
• 英文别名: 2-[[(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)amino]methylidene]propanedinitrile
• 化学式: C₁₅H₁₃N₅O
• 分子量: 279.301
• InChiKey: OCMAGIOHDBXKIK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  83.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-{[(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)amino]methylidene}propanedinitrile 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以65%的产率得到7-Imino-1,7a-dimethyl-3-oxo-2-phenyl-2,3,7,7a-tetrahydro-1H-pyrazolo[4,3-b]pyridine-6-carbonitrile
  参考文献：
  名称：

  NOVEL INTRAMOLECULAR CYCLIZATION OF PYRAZOLONE KETENES,N-ACETALS FOR THE CONSTRUCTION OF METHYLSULFANYLPYRAZOLO- [4,3-b]PYRIDINES

  摘要：

  A novel and efficient method for the synthesis of 6-substituted-7,7a-dihydro-1,7a-dimethyl-7-imino-2-phenyl-1H-pyrazolo[4,3-b]pyridin-3(2H)-ones via the reaction of 4-amino-2,3-dimethyl-1-phenylpyrazolin-5-one with ketene dithioacetals and ethoxy-methylenemalononitrile or ethyl ethoxymethylene-cyanoacetate followed by intramolecular cyclization of the products has been investigated.

  DOI：

  10.1081/scc-120014787
• 作为产物：
  描述：

  4-氨基安替比林 、 乙氧基亚甲基丙二腈 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以75%的产率得到2-{[(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)amino]methylidene}propanedinitrile
  参考文献：
  名称：

  NOVEL INTRAMOLECULAR CYCLIZATION OF PYRAZOLONE KETENES,N-ACETALS FOR THE CONSTRUCTION OF METHYLSULFANYLPYRAZOLO- [4,3-b]PYRIDINES

  摘要：

  A novel and efficient method for the synthesis of 6-substituted-7,7a-dihydro-1,7a-dimethyl-7-imino-2-phenyl-1H-pyrazolo[4,3-b]pyridin-3(2H)-ones via the reaction of 4-amino-2,3-dimethyl-1-phenylpyrazolin-5-one with ketene dithioacetals and ethoxy-methylenemalononitrile or ethyl ethoxymethylene-cyanoacetate followed by intramolecular cyclization of the products has been investigated.

  DOI：

  10.1081/scc-120014787

文献信息

• NOVEL INTRAMOLECULAR CYCLIZATION OF PYRAZOLONE KETENE<i>S</i>,<i>N</i>-ACETALS FOR THE CONSTRUCTION OF METHYLSULFANYLPYRAZOLO- [4,3-b]PYRIDINES
  作者：Galal H. Elgemeie、Ali M. Elzanate、Ahmed H. Elghandour、Sayed A. Ahmed

  DOI：10.1081/scc-120014787

  日期：2002.1

  A novel and efficient method for the synthesis of 6-substituted-7,7a-dihydro-1,7a-dimethyl-7-imino-2-phenyl-1H-pyrazolo[4,3-b]pyridin-3(2H)-ones via the reaction of 4-amino-2,3-dimethyl-1-phenylpyrazolin-5-one with ketene dithioacetals and ethoxy-methylenemalononitrile or ethyl ethoxymethylene-cyanoacetate followed by intramolecular cyclization of the products has been investigated.