N-[(1E)-pyridin-2-ylmethylene]pyridin-3-amine | 1009110-73-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-[(1E)-pyridin-2-ylmethylene]pyridin-3-amine
• 英文别名: N-(pyridin-2-ylmethylene)pyridin-3-amine；N-(2-pyridinemethylene)-3-pyridinamine
• CAS: 1009110-73-9
• 化学式: C₁₁H₉N₃
• 分子量: 183.213
• InChiKey: MGIAWKINAYZLOA-NTEUORMPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.23
• 重原子数：
  14.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.14
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-(1-chloroethyl)-4,4-dimethyl-2-oxazoline 、 N-[(1E)-pyridin-2-ylmethylene]pyridin-3-amine 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以80%的产率得到2-[3-(4,4-dimethyl-4,5-dihydro-1,3-oxazol-2-yl)-3-methyl-1-pyridin-3-ylaziridin-2-yl]pyridine
  参考文献：
  名称：

  Stereoselective Synthesis of Polyfunctionalized Aziridines

  摘要：

  1,2,3-triHeterocycle-substituted aziridines were prepared by coupling of (alpha-chioroalkyl) oxazolinyllithium compounds with diheteroaryl imines. The trapping by different electrophiles of the corresponding aziridinyl anions, generated by treatment with strong bases, was investigated. The stereoselectivity of the synthesis and the functionalization reactions was studied highlighting the different stabilizing effects of the heterocycle substituents.

  DOI：

  10.3987/com-07-11045
• 作为产物：
  描述：

  吡啶-2-甲醛 、 3-氨基吡啶 在 4 Angstroem MS 作用下， 以 乙醚 为溶剂， 以62.5%的产率得到N-[(1E)-pyridin-2-ylmethylene]pyridin-3-amine
  参考文献：
  名称：

  1,2,3-三杂芳基（芳基）-取代氮丙啶的合成与重排

  摘要：

  带有三个（或两个）具有吸电子效应的杂芳基的氮丙啶以足够的非对映选择性合成。当在稳定的六环结构中可能形成二级烯胺时，顺式氮丙啶易于开环和重排，具有 N-H…N 氢键。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

  DOI：

  10.1002/ejoc.200700462

文献信息

• Molecular structure of di-aryl-aldimines by multinuclear magnetic resonance and X-ray diffraction
  作者：Rubén Montalvo-González、Armando Ariza-Castolo

  DOI：10.1016/s0022-2860(03)00279-5

  日期：2003.8

  The complete H-1, C-13 and N-15 NMR analyses for a series of 25 diaryl-aldimines containing phenyl, pyridyl, pyrazolone and furanyl moieties are described herein. Detailed evaluation of substituent chemical shift and coupling constant effects showed that interaction between the lone pair of the pyrazolone carbonyl group or the nitrogen of 2-substitued pyridines with the aldimine hydrogen increases the (1)J(CH) value and shifts the resonance signal for this hydrogen to high frequency, in the H-1 NMR spectra. The X-ray crystal structure analysis of pyrazolone substituted aldimines evidenced the planarity of the aryl groups which are conjugated with the C=N double bond. In the case of the N-(2-pyridinemethylene)-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one, two rotamers were observed in the same unit cell. (C) 2003 Elsevier B.V. All rights reserved.