8-imino-4-methyl-2-oxo-2H,8H-pyrano[2,3-f]chromene-9-carbonitrile | 1449493-05-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 8-imino-4-methyl-2-oxo-2H,8H-pyrano[2,3-f]chromene-9-carbonitrile
• 英文别名: 8-Imino-4-methyl-2-oxopyrano[2,3-f]chromene-9-carbonitrile
• CAS: 1449493-05-3
• 化学式: C₁₄H₈N₂O₃
• 分子量: 252.229
• InChiKey: MLTLTBINFWRJEG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 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：

  8-imino-4-methyl-2-oxo-2H,8H-pyrano[2,3-f]chromene-9-carbonitrile 在 盐酸 、 水 作用下， 反应 0.15h， 以85%的产率得到4-methyl-2,8-dioxo-2H,8H-pyrano[2,3-f]chromene-9-carbonitrile
  参考文献：
  名称：

  Synthesis of novel 2H,8H-pyrano[2,3-f]chromene-2,8-diones from 8-formyl-7-hydroxy-4-methylcoumarin

  摘要：

  We report the synthesis of novel 2H,8H-pyrano[2,3-f]chromene-2,8-dione based scaffolds by the reaction of 8-formyl-7-hydroxy-4-methylcoumarin with various active methylene compounds. A mechanism of a tandem Knoevenagel condensation and cyclisation reaction is proposed. The structure of all compounds was established on the basis of H-1 and C-13 NMR data, high resolution mass spectrometry and elemental analysis. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.07.047
• 作为产物：
  描述：

  羟甲香豆素 在 哌啶 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 10.5h， 生成 8-imino-4-methyl-2-oxo-2H,8H-pyrano[2,3-f]chromene-9-carbonitrile
  参考文献：
  名称：

  Synthesis of novel 2H,8H-pyrano[2,3-f]chromene-2,8-diones from 8-formyl-7-hydroxy-4-methylcoumarin

  摘要：

  We report the synthesis of novel 2H,8H-pyrano[2,3-f]chromene-2,8-dione based scaffolds by the reaction of 8-formyl-7-hydroxy-4-methylcoumarin with various active methylene compounds. A mechanism of a tandem Knoevenagel condensation and cyclisation reaction is proposed. The structure of all compounds was established on the basis of H-1 and C-13 NMR data, high resolution mass spectrometry and elemental analysis. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.07.047