4-oxo-4H-indeno[2,1-d][1,3]oxazole-2-carbonitrile | 1148119-32-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-oxo-4H-indeno[2,1-d][1,3]oxazole-2-carbonitrile
• 英文别名: 4-Oxo-4h-indeno[2,1-d][1,3]-oxazole-2-carbonitrile；4-oxoindeno[2,1-d][1,3]oxazole-2-carbonitrile
• CAS: 1148119-32-7
• 化学式: C₁₁H₄N₂O₂
• 分子量: 196.165
• InChiKey: RXTCWLYUYOCDGF-UHFFFAOYSA-N

物化性质

• 熔点：
  158-160 °C(Solvent: Dichloromethane)
• 沸点：
  406.2±38.0 °C(predicted)
• 密度：
  1.51±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  氰甲基磷酸二乙酯 、 1H-茚-1,2,3-三酮2-肟 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以48%的产率得到diethyl (2-amino-5-oxo-4,5-dihydroindeno[1,2-b][1,4]-oxazin-3-yl)phosphonate
  参考文献：
  名称：

  An efficient method for the synthesis of spiro and fused N-heterocyclic phosphor esters. Reactions of triketoindan-2-oxime with α-phosphonyl carbanions

  摘要：

  Treatment of triketoindan-2-oxime with alpha-phosphonyl carbanions in sodium ethanolate solution at reflux temperature led to a number of the corresponding substituted spiroisooxazole-, fused 1,3-oxazole, and 1,4-oxazine phosphor esters in moderate to high yields. Mechanisms for the formation of five- and six-membered rings are provided. A comparison of Wittig-Horner and Wittig reagent counterparts in reactions with the oxime is discussed. The various biological properties of selected examples of the synthesized products were studied.

  DOI：

  10.1007/s00706-007-0806-z

文献信息

• An efficient method for the synthesis of spiro and fused N-heterocyclic phosphor esters. Reactions of triketoindan-2-oxime with α-phosphonyl carbanions
  作者：Wafaa M. Abdou、Ashraf A. Sediek、Maha D. Khidre

  DOI：10.1007/s00706-007-0806-z

  日期：2008.6

  Treatment of triketoindan-2-oxime with alpha-phosphonyl carbanions in sodium ethanolate solution at reflux temperature led to a number of the corresponding substituted spiroisooxazole-, fused 1,3-oxazole, and 1,4-oxazine phosphor esters in moderate to high yields. Mechanisms for the formation of five- and six-membered rings are provided. A comparison of Wittig-Horner and Wittig reagent counterparts in reactions with the oxime is discussed. The various biological properties of selected examples of the synthesized products were studied.