N-(1-adamantanecarbonylamino)bicyclo[2.2.1]hept-2-ene-endo,endo-5,6-dicarboximide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: N-(1-adamantanecarbonylamino)bicyclo[2.2.1]hept-2-ene-endo,endo-5,6-dicarboximide
• 英文别名: N-[(1S,2R,6S,7R)-3,5-dioxo-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl]adamantane-1-carboxamide
• 化学式: C₂₀H₂₄N₂O₃
• 分子量: 340.422
• InChiKey: NOZQPOBODIBCFC-IUOCYGORSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  66.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  金刚烷-1-甲酰肼 、 3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride 在 硫酸 作用下， 以 乙醇 为溶剂， 以68%的产率得到N-(1-adamantanecarbonylamino)bicyclo[2.2.1]hept-2-ene-endo,endo-5,6-dicarboximide
  参考文献：
  名称：

  内酸酐与肼和酰基肼的反应

  摘要：

  Reaction products of bicyclo[2.2.1]hept-2-ene-endo, endo-5,6-dicarboxylic (endic) acid with hydrazines and acylhydrazines were prepared. The features distinguishing of these reactions from those with amines were revealed. The compounds obtained were characterized by H-1, C-11 NMR, and IR spectra. The assignment of the signals in NMR spectra was done with the use of quantum-chemical calculations of chemical shifts performed by the density functional method. The structure of one among compounds synthesized, N-(m-hydroxybenzoylamino)-bicyclo[2.2.1] hept-2-ene-endo, endo-5,6-dicarboxamide, was proved by X-ray diffraction analysis.

  DOI：

  10.1023/b:rujo.0000045895.04509.2d

文献信息

• Reaction of Endic Anhydride with Hydrazines and Acylhydrazines
  作者：O. V. Krishchik、I. N. Tarabara、A. O. Kas'yan、S. V. Shishkina、O. V. Shishkin、A. K. Isaev、L.I. Kas'yan

  DOI：10.1023/b:rujo.0000045895.04509.2d

  日期：2004.8

  Reaction products of bicyclo[2.2.1]hept-2-ene-endo, endo-5,6-dicarboxylic (endic) acid with hydrazines and acylhydrazines were prepared. The features distinguishing of these reactions from those with amines were revealed. The compounds obtained were characterized by H-1, C-11 NMR, and IR spectra. The assignment of the signals in NMR spectra was done with the use of quantum-chemical calculations of chemical shifts performed by the density functional method. The structure of one among compounds synthesized, N-(m-hydroxybenzoylamino)-bicyclo[2.2.1] hept-2-ene-endo, endo-5,6-dicarboxamide, was proved by X-ray diffraction analysis.