5-(2-aminophenyl)-3-(pyridin-2-yl)-1,2,4-triazole | 35002-78-9

• 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: 5-(2-aminophenyl)-3-(pyridin-2-yl)-1,2,4-triazole
• 英文别名: 5-(2-amino-phenyl)-3-(pyridin-2-yl)-1Н-1,2,4-triazole；3-(pyridine-2-yl)-5-(2-aminophenyl)-1H-1,2,4-triazole；3-(pyridin-2-yl)-5-(2-aminophenyl)-1H-1,2,4-triazole；2-(5-(pyridin-2-yl)-1H-1,2,4-triazol-3-yl)aniline；2-(5-pyridin-2-yl-1H-1,2,4-triazol-3-yl)aniline
• CAS: 35002-78-9
• 化学式: C₁₃H₁₁N₅
• mdl: MFCD18176846
• 分子量: 237.264
• InChiKey: BRGVDBMZFWNCBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  80.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(2-aminophenyl)-3-(pyridin-2-yl)-1,2,4-triazole 、 水杨醛 以 乙醇 为溶剂， 反应 1.0h， 以76%的产率得到5-phenyl-2-(pyridin-2-yl)-5,6-dihydro-[1,2,4]triazolo[1,5-c]quinazoline
  参考文献：
  名称：

  5-苯基-2-吡啶基-5,6-二氢[1,2,4]三唑并[1,5-c]喹唑啉的合成、结构和光致发光

  摘要：

  研究了水杨醛和苯甲醛与 5-(2-氨基苯基)-3-吡啶基-1H-1,2,4-三唑的反应。反应产物是 5-苯基-2-吡啶基-5,6-二氢[1,2,4]三唑并[1,5-c]喹唑啉。合成化合物的结构由红外光谱和 1 H 和 13 C NMR 光谱确定。研究了溶液和固体样品的发光特性。

  DOI：

  10.1007/s11172-012-0014-9
• 作为产物：
  描述：

  2-氰基吡啶 在 sodium methylate 作用下， 以 甲醇 、 乙二醇 为溶剂， 生成 5-(2-aminophenyl)-3-(pyridin-2-yl)-1,2,4-triazole
  参考文献：
  名称：

  5-苯基-2-吡啶基-5,6-二氢[1,2,4]三唑并[1,5-c]喹唑啉的合成、结构和光致发光

  摘要：

  研究了水杨醛和苯甲醛与 5-(2-氨基苯基)-3-吡啶基-1H-1,2,4-三唑的反应。反应产物是 5-苯基-2-吡啶基-5,6-二氢[1,2,4]三唑并[1,5-c]喹唑啉。合成化合物的结构由红外光谱和 1 H 和 13 C NMR 光谱确定。研究了溶液和固体样品的发光特性。

  DOI：

  10.1007/s11172-012-0014-9

文献信息

• Coordination compound of cadmium acetate with the condensation product of salicylaldehyde and 3-(pyridin-2-yl)-5-(2-aminophenyl)-1H-1,2,4-triazole
  作者：A. N. Gusev、V. F. Shul’gin、M. A. Kiskin、I. L. Eremenko

  DOI：10.1134/s1070328411010052

  日期：2011.2

  The cadmium(II) complex with the condensation product of salicylaldehyde and 3-(pyridine-2-yl)-5-(2-aminophenyl)-1H-1,2,4-triazole (H2L), Cd2(H2L)2(OAc)4 · 3EtOH, is synthesized. Its crystal structure is studied by X-ray diffraction analysis. In the centrosymmetric binuclear complex (Cd…Cd 3.938(1)Å), the Cd atoms are bonded by two tridentate bridging acetate anions. Two other acetate anions are terminal

  镉（II）与水杨醛与3-（吡啶-2-基）-5-（2-氨基苯基）-1H-1,2,4-三唑（H 2 L），Cd 2（H合成了2 L）2（OAc）4 ·3EtOH。通过X射线衍射分析研究其晶体结构。在中心对称的双核络合物（Cd…Cd 3.938（1）Å）中，Cd原子由两个三齿桥联乙酸根阴离子键合。另外两个乙酸根阴离子是末端基团，并通过单齿模式配位。Cd原子的配位多面体为扭曲的八面体。三唑配体通过吡啶环和三唑环的N原子键合到镉阳离子上。
• The reaction of silver(I) nitrate with 5-phenyl-2-(2′-pyridyl)-7,8-benzo-6,5-dihydro-1,3,6-triazaindolizine
  作者：A. N. Gusev、V. F. Shul’gin、M. A. Kiskin、I. L. Eremenko

  DOI：10.1134/s1070328411080033

  日期：2011.8

  The complex of silver(I) with the condensation product of benzaldehyde and 3-(pyridin-2-yl)-5-(2-aminophenyl)-1H-1,2,4-triazole (L), [AgL2]NO3 (I), was synthesized. The reaction of L with silver(I) nitrate was found to afford 2-(2′-pyridyl)-1,4-dihydro-5H-1,3,4-benzotriazepin-5-one along with complex I. The compounds synthesized were characterized by X-ray diffraction analysis.

  银（I）与苯甲醛和3-（吡啶-2-基）-5-（2-氨基苯基）-1 H -1,2,4-三唑（L），[AgL 2 ]的缩合产物的配合物合成了NO 3（I）。l当银（I），硝酸的反应，发现，得到2-（2'-吡啶基）-1,4-二氢- 5 H-1,3,4-苯并三氮杂-5-酮用复杂沿着予。通过X射线衍射分析表征合成的化合物。
• fac-Tricarbonyl rhenium(I) complexes of triazole-based ligands: Synthesis, X-ray structure and luminescent properties
  作者：Kseniia O. Piletska、Konstantin V. Domasevitch、Alexey N. Gusev、Victor F. Shul’gin、Alexander V. Shtemenko

  DOI：10.1016/j.poly.2015.10.030

  日期：2015.12

  The new fac-[Re(CO)(3)](+) complexes with bidentate ligands (5-phenyl-3-(pyridin-2-yl)-1,2,4-triazole L1; 5-(2-aminophenyl)-3-(pyridin-2-yl)-1,2,4-triazole L2; 5-(2-hydroxyphenyl)-3-(pyridin-2-yl)-1,2,4-triazole U; 5-phenyl-2-(pyridin-2-yl)-5,6-dihydro-[1,2,4]triazolo[1,5-c]quinazoline L4) were obtained by refluxing [Re(CO)(5)Br] and the ligand in benzene for 5 h. These complexes were characterized by H-1 NMR, elemental analysis, ESI-mass spectrometry and IR spectra. Molecular structures of two complexes were confirmed by X-ray crystallography. The complexes show luminescence emission with large Stokes shifts (lambda(ex) = 365 nm, lambda(em) = 506-620 nm). (C) 2015 Elsevier Ltd. All rights reserved.
• New Zn complexes based on 1,2,4-triazoles: Synthesis, structure and luminescence
  作者：Alexey N. Gusev、Victor F. Shul’gin、Oleg V. Konnic、Svetlana B. Meshkova、Grygory G. Aleksandrov、Mikhail A. Kiskin、Igor L. Eremenko、Wolfgang Linert

  DOI：10.1016/j.ica.2011.07.009

  日期：2011.10

  The reaction of 3-(pyridin-2-yl)-5-(2-aminophenyl)-1H-1,2,4-triazole and salicylaldehyde or benzaldehyde leads a new type of 1,2,4-triazole's derivats. Reactions of these ligands with zinc acetate in ethanol lead to the formation of two new complexes with azomethine or dihydrotriazaindolizine form of ligands. The structures of these complexes were investigated by X-ray analysis. The complexes showed strong green-blue luminescence in solid state. (C) 2011 Elsevier B.V. All rights reserved.
• Structural and photophysical studies on ternary Sm(III), Nd(III), Yb(III), Er(III) complexes containing pyridyltriazole ligands
  作者：Alexey N. Gusev、Victor F. Shul’gin、Svetlana B. Meshkova、Miki Hasegawa、Grigory G. Alexandrov、Igor L. Eremenko、Wolfgang Linert

  DOI：10.1016/j.poly.2012.08.034

  日期：2012.10

  Two bidentate pyridine-triazole ligands (3-(pyridine-2-yl)-5-phenyl-1,2,4-triazole (L1) and 5-phenyl-2-(2'-pyridyl)-7,8-benzo-6,5-dihydro-1,3,6-triazaindolizine (L2)), have been synthesized and used for Ln(Dbm)(3) (Ln = Sm(III), Nd(III), Yb(III) and Er(III)) coordination. The structures of the ligands and resulting Sm(III) complex were determined in the solid state by X-ray diffraction. The title complexes were characterized by UV, fluorescent, IR-spectroscopy and thermogravimetric and elemental analyses. Photophysical studies on the Ln(III) complexes were carried out showing luminescence in the region typical for Ln(III). The effect of various factors on the enhancement luminescence of complexes is discussed. (c) 2012 Elsevier Ltd. All rights reserved.