N-(chromen-2-ylideneamino)-4-nitrobenzamide | 231290-32-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: N-(chromen-2-ylideneamino)-4-nitrobenzamide
• CAS: 231290-32-7
• 化学式: C₁₆H₁₁N₃O₄
• 分子量: 309.281
• InChiKey: UXEJIVCNVPUIIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.59
• 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：
  0.0
• 拓扑面积：
  97.74
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N-(chromen-2-ylideneamino)-4-nitrobenzamide 在 吡啶 、 diphosphorus pentasulfide 作用下， 反应 7.0h， 以51%的产率得到4-Nitro-thiobenzoic acid chromen-(2E)-ylidene-hydrazide
  参考文献：
  名称：

  Synthesis of some new biologically-active coumarin derivatives

  摘要：

  Coumarin and 6-nitrocoumarin hydrazones (2a,b), respectively, were prepared via the reaction of 2-thiocoumarin (1a,b) derivatives with hydrazine hydrate. The hydrazones were used as key intermediates for the preparation of some benzopyrano[2,3-c]pyrazoles (21-24) through the reaction of different acyl halides and subsequent cyclization in N,N-dimethylaniline. Benzopyrano[2,3-c]pyrazole-3-thione (25a,b) was prepared by the reaction of 1a with CS2 on which some alkylation, acylation and Mannich reactions were studied. Alternative procedures, other reactions and biological activity of some new compounds were given.

  DOI：

  10.1016/s0014-827x(98)00099-8
• 作为产物：
  描述：

  苯并吡喃-2-硫酮 、 4-硝基苯酰肼 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 9.0h， 以59%的产率得到N-(chromen-2-ylideneamino)-4-nitrobenzamide
  参考文献：
  名称：

  Synthesis of some new biologically-active coumarin derivatives

  摘要：

  Coumarin and 6-nitrocoumarin hydrazones (2a,b), respectively, were prepared via the reaction of 2-thiocoumarin (1a,b) derivatives with hydrazine hydrate. The hydrazones were used as key intermediates for the preparation of some benzopyrano[2,3-c]pyrazoles (21-24) through the reaction of different acyl halides and subsequent cyclization in N,N-dimethylaniline. Benzopyrano[2,3-c]pyrazole-3-thione (25a,b) was prepared by the reaction of 1a with CS2 on which some alkylation, acylation and Mannich reactions were studied. Alternative procedures, other reactions and biological activity of some new compounds were given.

  DOI：

  10.1016/s0014-827x(98)00099-8