2-(Cinnamylideneamino)isoindole-1,3-dione | 32387-09-0

• 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: 2-(Cinnamylideneamino)isoindole-1,3-dione
• CAS: 32387-09-0
• 化学式: C₁₇H₁₂N₂O₂
• 分子量: 276.294
• InChiKey: HDSHHVQNQMIVNO-UHFFFAOYSA-N

物化性质

• 熔点：
  199-200 °C
• 沸点：
  464.9±38.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  49.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(Cinnamylideneamino)isoindole-1,3-dione 在 吡啶硼烷 、 溶剂黄146 作用下， 反应 0.5h， 以81%的产率得到2-(3-phenylprop-2-enylamino)isoindole-1,3-dione
  参考文献：
  名称：

  A Convenient Synthesis of 1-Alkyl-1-phenylhydrazines fromN-Aminophthalimide

  摘要：

  N-Alkylaminophthalimides were synthesized by condensation of N-aminophthalimide with aldehydes, and subsequent reduction of the intermediate with pyridine-borane in acetic acid. N-Phenylation and removal of the phthalimide group gave 1-alkyl-1-phenylhydrazines in high yield.

  DOI：

  10.1081/scc-120015563
• 作为产物：
  描述：

  氨基邻苯二甲胺 、 肉桂醛 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.5h， 以81%的产率得到2-(Cinnamylideneamino)isoindole-1,3-dione
  参考文献：
  名称：

  A Convenient Synthesis of 1-Alkyl-1-phenylhydrazines fromN-Aminophthalimide

  摘要：

  N-Alkylaminophthalimides were synthesized by condensation of N-aminophthalimide with aldehydes, and subsequent reduction of the intermediate with pyridine-borane in acetic acid. N-Phenylation and removal of the phthalimide group gave 1-alkyl-1-phenylhydrazines in high yield.

  DOI：

  10.1081/scc-120015563

文献信息

• Palladium-catalyzed synthesis of nitriles from <i>N</i>-phthaloyl hydrazones
  作者：Yusuke Ano、Masaya Higashino、Yuki Yamada、Naoto Chatani

  DOI：10.1039/d2cc00342b

  日期：——

  Pd-catalyzed transformation of N-phthaloyl hydrazones into nitriles involving the cleavage of an N–N bond is reported. The use of N-heterocyclic carbene as a ligand is essential for the success of the reaction. N-Phthaloyl hydrazones prepared from aromatic aldehydes or cyclobutanones are applicable to this transformation, which gives aryl or alkenyl nitriles, respectively.

  报道了 Pd 催化的 N-邻苯二甲酰腙向腈的转化，涉及N-N 键的断裂。使用 N-杂环卡宾作为配体对于反应的成功至关重要。由芳香醛或环丁酮制备的N-邻苯二甲酰腙适用于这种转化，分别得到芳基腈或烯基腈。
• A Convenient Synthesis of 1-Alkyl-1-phenylhydrazines from<b><i>N</i></b>-Aminophthalimide
  作者：Shigeru Nara、Takeshi Sakamoto、Etsuko Miyazawa、Yasuo Kikugawa

  DOI：10.1081/scc-120015563

  日期：2003.3

  N-Alkylaminophthalimides were synthesized by condensation of N-aminophthalimide with aldehydes, and subsequent reduction of the intermediate with pyridine-borane in acetic acid. N-Phenylation and removal of the phthalimide group gave 1-alkyl-1-phenylhydrazines in high yield.