5-(2-nitro-phenylimino)-5H-furan-2-one | 138376-04-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-(2-nitro-phenylimino)-5H-furan-2-one
• 英文别名: N-(2-Nitrophenyl)-maleisoimid；5-(2-Nitrophenyl)iminofuran-2-one
• CAS: 138376-04-2
• 化学式: C₁₀H₆N₂O₄
• 分子量: 218.169
• InChiKey: QEQWJSUBSVNZOP-UHFFFAOYSA-N

物化性质

• 熔点：
  113-115 °C(Solv: ligroine (8032-32-4); ethyl acetate (141-78-6))
• 沸点：
  386.7±44.0 °C(Predicted)
• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  84.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  马来酸 2-硝基苯胺 在 三聚氯氰 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 以94%的产率得到5-(2-nitro-phenylimino)-5H-furan-2-one
  参考文献：
  名称：

  Cyanuric chloride: decent dehydrating agent for an exclusive and efficient synthesis of kinetically controlled isomaleimides

  摘要：

  Starting from maleanitic and maleamic acids, a facile general approach to kinetically controlled isomaleimides has been described for the first time using cyanuric chloride as a dehydrating agent with 85-98% yields. The effect of a variety of substituents present on the aromatic ring in amine and maleic anhydride moiety, on these kinetic/thermodynamic dehydration processes of anilic acids has been also described. Under the same set of reaction conditions the phthalanilic acid gave kinetically controlled product, isoplitalimide in 91% yield, while the corresponding succinanilic acid furnished the thermodynamically more stable succinimide in high yield. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.10.027

文献信息

• Cyanuric chloride: decent dehydrating agent for an exclusive and efficient synthesis of kinetically controlled isomaleimides
  作者：Kishan P. Haval、Santosh B. Mhaske、Narshinha P. Argade

  DOI：10.1016/j.tet.2005.10.027

  日期：2006.1

  Starting from maleanitic and maleamic acids, a facile general approach to kinetically controlled isomaleimides has been described for the first time using cyanuric chloride as a dehydrating agent with 85-98% yields. The effect of a variety of substituents present on the aromatic ring in amine and maleic anhydride moiety, on these kinetic/thermodynamic dehydration processes of anilic acids has been also described. Under the same set of reaction conditions the phthalanilic acid gave kinetically controlled product, isoplitalimide in 91% yield, while the corresponding succinanilic acid furnished the thermodynamically more stable succinimide in high yield. (c) 2005 Elsevier Ltd. All rights reserved.