4-amino-5-(4-methoxyphenylmethylidene)-3-phenyl-pyridazin-6-one

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-amino-5-(4-methoxyphenylmethylidene)-3-phenyl-pyridazin-6-one
• 英文别名: (4E)-5-amino-4-[(4-methoxyphenyl)methylidene]-6-phenylpyridazin-3-one
• 化学式: C₁₈H₁₅N₃O₂
• 分子量: 305.336
• InChiKey: HCARWFZPFWXITC-RVDMUPIBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  77.04
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-amino-5-(4-methoxyphenylmethylidene)-3-phenyl-pyridazin-6-one 、 S-(4-叔-丁基苯甲基)[2-(1-甲基丁基)吡啶-3-基]硫代氨基甲酸酯 在 三乙胺 作用下， 以 乙醇 为溶剂， 以68%的产率得到3-(4-methoxyphenyl)-1,2,4-triazol-5-one
  参考文献：
  名称：

  Facile Route for the Synthesis of Pyridazine Derivatives: Unexpected Pathway to Benzothiazole, Benzimidazole, and Triazole Derivatives

  摘要：

  4-Amino-5-arylmethylidene-3-phenyl-pyridazin-6-ones 7 have been synthesized and reacted with selected nucleophile reagents such as phenyl hydrazine, semicarbazide, semithiocarbazide, cyanoacetohydrazide, 2-aminothiophenol, and 2-phenylenediamine in ethanol triethyl-amine solution. An unexpected 1-phenyl-3-arylaziridene 10, 3-aryl-5-oxo(thio)-1,2,4-triazole 21, 4-amino-3-aryl-6-hydroxy-pridazine 27, 2-arylbenzothiazole 30a-c, and 2-arylbenzimidazole 30d-f have been obtained, respectively. Also, 2-aminothiophenol and 2-phenylenediamine were reacted with N -phenylmethylidene-2-cyanoacetohydrazide 2, affording the new 1,4-benzodiazepine derivatives 35.

  DOI：

  10.1080/00397910500328845
• 作为产物：
  描述：

  N'-benzylidene-2-cyanoacetohydrazide 、 4-甲氧基苯甲醛 在 哌啶 作用下， 以 乙醇 为溶剂， 以78%的产率得到4-amino-5-(4-methoxyphenylmethylidene)-3-phenyl-pyridazin-6-one
  参考文献：
  名称：

  Facile Route for the Synthesis of Pyridazine Derivatives: Unexpected Pathway to Benzothiazole, Benzimidazole, and Triazole Derivatives

  摘要：

  4-Amino-5-arylmethylidene-3-phenyl-pyridazin-6-ones 7 have been synthesized and reacted with selected nucleophile reagents such as phenyl hydrazine, semicarbazide, semithiocarbazide, cyanoacetohydrazide, 2-aminothiophenol, and 2-phenylenediamine in ethanol triethyl-amine solution. An unexpected 1-phenyl-3-arylaziridene 10, 3-aryl-5-oxo(thio)-1,2,4-triazole 21, 4-amino-3-aryl-6-hydroxy-pridazine 27, 2-arylbenzothiazole 30a-c, and 2-arylbenzimidazole 30d-f have been obtained, respectively. Also, 2-aminothiophenol and 2-phenylenediamine were reacted with N -phenylmethylidene-2-cyanoacetohydrazide 2, affording the new 1,4-benzodiazepine derivatives 35.

  DOI：

  10.1080/00397910500328845

文献信息

• Facile Route for the Synthesis of Pyridazine Derivatives: Unexpected Pathway to Benzothiazole, Benzimidazole, and Triazole Derivatives
  作者：Eman A. El Rady

  DOI：10.1080/00397910500328845

  日期：2006.2

  4-Amino-5-arylmethylidene-3-phenyl-pyridazin-6-ones 7 have been synthesized and reacted with selected nucleophile reagents such as phenyl hydrazine, semicarbazide, semithiocarbazide, cyanoacetohydrazide, 2-aminothiophenol, and 2-phenylenediamine in ethanol triethyl-amine solution. An unexpected 1-phenyl-3-arylaziridene 10, 3-aryl-5-oxo(thio)-1,2,4-triazole 21, 4-amino-3-aryl-6-hydroxy-pridazine 27, 2-arylbenzothiazole 30a-c, and 2-arylbenzimidazole 30d-f have been obtained, respectively. Also, 2-aminothiophenol and 2-phenylenediamine were reacted with N -phenylmethylidene-2-cyanoacetohydrazide 2, affording the new 1,4-benzodiazepine derivatives 35.