5-hydroxy-5,6-di-pyridin-2-yl-4,5-dihydro-2H-[1,2,4] triazine-3-thione | 1204435-78-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 5-hydroxy-5,6-di-pyridin-2-yl-4,5-dihydro-2H-[1,2,4] triazine-3-thione
• 英文别名: 5-Hydroxy-5,6-dipyridin-2-yl-2,4-dihydro-1,2,4-triazine-3-thione
• CAS: 1204435-78-8
• 化学式: C₁₃H₁₁N₅OS
• 分子量: 285.329
• InChiKey: CLZOHULJRPXDKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  115
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  吡咯酮 、 氨基硫脲 在 对甲苯磺酸 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以64%的产率得到5-hydroxy-5,6-di-pyridin-2-yl-4,5-dihydro-2H-[1,2,4] triazine-3-thione
  参考文献：
  名称：

  合成意外吡啶衍生物的新途径：用光谱和 X 射线方法测定它们的结构

  摘要：

  摘要 新的1,2,4-三嗪-3-硫酮衍生物通过一条新的路线一步法获得。化合物的结构通过红外(IR)、1H NMR和13C NMR光谱方法和元素分析确定。给出了 3 的代表性 X 射线晶体学分析，并详细讨论了其 X 射线数据。这是一个简单的过程并且比早期的方法更短。

  DOI：

  10.1080/00397910902906537

文献信息

• Ab initio and semi-empirical computational studies on 5-hydroxy-5,6-di-pyridin-2-yl-4,5-dihidro-2H-[1,2,4]triazine-3-thione
  作者：Tuncay Karakurt、Muharrem Dinçer、Alaaddin Çukurovalı、İbrahim Yılmaz

  DOI：10.1016/j.molstruc.2012.05.022

  日期：2012.9

  The title compound, 5-hydroxy-5,6-di-pyridin-2-yl-4,5-dihidro-2H-[1,2,4]triazine-3-thione (C13H11 N5OS), was prepared and characterized by electronic spectroscopy and single-crystal X-ray diffraction (XRD). The compound crystallizes in the triclinic space group P-1 with a = 8.5808(8) angstrom, b = 8.7032(7) angstrom, c = 10.0505(9) angstrom, alpha = 84.194( 7)degrees, beta = 75.181(7)degrees and gamma = 63.562(6)degrees. In addition to the molecular geometry, vibrational frequencies and gauge including atomic orbital (GIAO) H-1 and C-13 NMR chemical shift values of the title compound in the ground state have been calculated using the Hartree-Fock (HF) and density functional theory (OFT) methods with 6-31G(d) basis sets. To determine conformational flexibility, the molecular energy profile of the title compound was obtained by semi-empirical (AM1) calculations with respect to the selected torsion angle, which was varied from -180 degrees to + 180 degrees in steps of 10 degrees. The energetic behavior of the title compound in solvent media was examined using the B3LYP method with the 6-31G(d) basis set by applying the Onsager and the Polarizable Continuum Model (PCM). By using TD-DFT method, electronic absorption spectra of the title compound have been predicted and a good agreement with the TO-OFF method and the experimental one is determined. The predicted nonlinear optical properties of the title compound are much greater than ones of urea. In addition, the molecular electrostatic potential (MEP), frontier molecular orbitals (FMO) analysis and thermodynamic properties of the title compound were investigated using theoretical calculations. Published by Elsevier B.V.
• New Route to Synthesis of Unexpected Pyridoin Derivatives: Their Structure Determination with Spectroscopic and X-Ray Methods
  作者：Alaaddin Cukurovali

  DOI：10.1080/00397910902906537

  日期：2009.11.18

  new 1,2,4-triazine-3-thione derivatives were obtained by a new route using a one-step process. The structure of the compounds was determined with infrared (IR), 1H NMR, and 13C NMR spectroscopic methods and elemental analysis. A representative x-ray crystallographic analysis of 3 was given, and its x-ray data are discussed in detail. This is a facile procedure and shorter than earlier methods.

  摘要 新的1,2,4-三嗪-3-硫酮衍生物通过一条新的路线一步法获得。化合物的结构通过红外(IR)、1H NMR和13C NMR光谱方法和元素分析确定。给出了 3 的代表性 X 射线晶体学分析，并详细讨论了其 X 射线数据。这是一个简单的过程并且比早期的方法更短。