N-(benzylideneamino)naphthalene-1-carboxamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-(benzylideneamino)naphthalene-1-carboxamide
• 化学式: C₁₈H₁₄N₂O
• 分子量: 274.322
• InChiKey: MIBGWBVMFUQDKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 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：
  41.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(benzylideneamino)naphthalene-1-carboxamide 在 ferric(III) bromide 、 双氧水 作用下， 以 乙腈 为溶剂， 以83 %的产率得到2-(1-萘)-5-苯基-1,3,4-噁二唑
  参考文献：
  名称：

  使用 FeBr3 催化剂和过氧化氢，从醛和酰肼衍生物中绿色氧化环化生成 2,5-二取代-1,3,4-恶二唑

  摘要：

  2,5-二取代-1,3,4-恶二唑已开发出在水溶液存在下使用催化量的 FeBr 3将醛和酰肼衍生物氧化环化以获得 2,5-二取代-1,3,4-恶二唑过氧化氢作为氧化剂。通过合成35个2,5-二取代1,3,4-恶二唑实例，证明该方法具有适用范围广、条件温和、耐空气/水、操作简单等优点。更重要的是，它有望在有机合成中得到广泛的应用。

  DOI：

  10.1016/j.tetlet.2023.154783
• 作为产物：
  描述：

  2-萘肼 、 苯甲醛 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 以90%的产率得到N-(benzylideneamino)naphthalene-1-carboxamide
  参考文献：
  名称：

  Complexation of SnCl4 with benzaldehyde 2-R-benzoyl-(R-HBb) and 3-R-2-naphthoylhydrazones (R = H, OH): The structure of [SnCl4(2-OH-HBb)] · CH3CN

  摘要：

  The reactions of tin tetrachloride with benzaldehyde 2-R-benzoyl and 3-R-2-naphthoylhydra zones (R-HBb and R-HLb, respectively) in acetonitrile and methanol have been studied. For R = H, the reactions lead to isolation of HBb and HLb, and for R = OH, the reactions give the SnCl4(2-OH-HBb)] center dot CH3CN (I) and [SnCl4(3-OH-HLb)] center dot 2CH(3)CN] (II) complexes. Their composition and structure have been determined by conductometry and electronic and IR spectroscopy. In both complexes, the ligands are biden tately coordinated in the ketone form (O-(C=O), N-(CH=N). Thermolysis of I and II is accompanied by removal of hydrogen chloride and volatile tin-containing species. The molecular and crystal structure of I has been determined by X-ray crystallography. The coordination polyhedron of the tin atom {SnCl4ON} is a distorted octahedron; in the crystal, the complex molecules are linked by an O-H center dot center dot center dot N(CH3CN) hydrogen bond and form stacks through stacking interactions between the phenyl substituents.

  DOI：

  10.1134/s0036023615090168

文献信息

• Phenyliodonium diacetate mediated carbotrifluoromethylation of N-acylhydrazones
  作者：Weigang Zhang、Yingpeng Su、Siying Chong、Lili Wu、Guiyan Cao、Danfeng Huang、Ke-Hu Wang、Yulai Hu

  DOI：10.1039/c6ob02041k

  日期：——

  A concise, efficient and direct trifluoromethylation method of aldehyde-derived N-acylhydrazones has been firstly developed by using the combination of inexpensive, stable and commercially available TMSCF3 and PhI(OAc)2 as the CF3 source under mild reaction conditions. This method provides easy access to highly functionalized trifluoromethylated N-acylhydrazones, which could be used as trifluoromethyl

  醛衍生的N-酰基hydr的简明，有效和直接的三氟甲基化方法是通过在温和的反应条件下，将廉价，稳定且可商购的TMSCF 3和PhI（OAc）2作为CF 3源来开发的。该方法可轻松获得高度官能化的三氟甲基化N-酰基hydr，可用作三氟甲基合成构件，可进一步转化为其他有价值的三氟甲基化合物。