ethyl 2-methyl-5-(prop-1-en-2-yl)pyrido[2,3-a]phenazine-3-carboxylate | 1345031-18-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: ethyl 2-methyl-5-(prop-1-en-2-yl)pyrido[2,3-a]phenazine-3-carboxylate
• CAS: 1345031-18-6
• 化学式: C₂₂H₁₉N₃O₂
• 分子量: 357.412
• InChiKey: GNBKYBVJVDDVQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.85
• 重原子数：
  27.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  64.97
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-methyl-5-(prop-1-en-2-yl)pyrido[2,3-a]phenazine-3-carboxylate 、 zinc(II) chloride 以 乙醇 、 二氯甲烷 为溶剂， 以20%的产率得到[Zn(ethyl 2-methyl-5-(prop-1-en-2-yl)pyrido[2,3-a]phenazine-3-carboxylate)Cl₂]
  参考文献：
  名称：

  Synthesis, structure and photoluminescence of Zn(II) and Cd(II) complexes with pyridophenazine derivative

  摘要：

  The (ZnLCl2] (1) and Cd2L2Cl4 (2) complexes, where L is ethyl 2-methyl-5-(prop-1-en-2-yl)pyrido[2,3-alphenazine-3-carboxylate, were synthesized. The complexes were characterized by elemental analyses, H-1 and C-13 NMR spectroscopy, and X-ray powder diffraction. Single crystals of 1 and [Cd2L2Cl4].4CH(2)Cl(2) (3) have been grown. The structure of 1 consists of mononuclear molecules, while the structure of 3 is built up of centrosymmetrical binuclear [Cd2L2Cl4] complex molecules and uncoordinated CH2Cl2 molecules. In 1 and 3, L acts as a bidentate chelating ligand. There is five-membered ZnN2C2 chelate cycle in the [ZnLCl2] molecule. There are two five-membered CdN2C2 chelate cycles and a Cd2Cl2 dinuclear unit in the molecule of [Cd2L2Cl4]. The coordination polyhedra are distorted tetrahedron Cl2N2 (in the structure 1) and distorted tetragonal pyramid Cl3N2 (in the structure of 3). According to IR-spectroscopic data, complex 2 is binuclear. Complexes 1 and 2 display bright luminescence in CHCl3 solutions (lambda(max) = 477 and 475 nm, respectively) and in the solid state (lambda(max) = 510 and 529 nm, respectively). The free L ligand shows weak luminescence intensity (lambda(max) = 441 and 467 nm in CHCl3 and solid state, respectively). (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2014.04.011
• 作为产物：
  描述：

  ethyl (1R,9R)-5,10,10-trimethyl-6-azatricyclo[7.1.1.02,7]undeca-2,4,6-triene-4-carboxylate 在 selenium(IV) oxide 、 三氟化硼乙醚 作用下， 以 1,4-二氧六环 、 水 、 苯 为溶剂， 反应 14.0h， 生成 ethyl 2-methyl-5-(prop-1-en-2-yl)pyrido[2,3-a]phenazine-3-carboxylate
  参考文献：
  名称：

  Stereoselective functionalisation of pinopyridine with anisidines and o-phenylenediamine

  摘要：

  Benzylic oxidation of pinopyridine with SeO2 affords the corresponding keto derivative (71% yield) whose reductive amination with o- and p-anisidines proceeds stereoselectively to give 8R-amino derivatives; the reaction with o-phenylenediamine results in achiral pyridophenazine derivative possessing intense blue fluorescence at 441 nm. Structures of o-anisidine derivative and substituted pyridophenazine have been characterized by X-ray crystallography.

  DOI：

  10.1016/j.mencom.2011.09.007