4-吡啶-2-基-6-吡啶-4-基嘧啶-2-胺 | 919480-78-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 4-吡啶-2-基-6-吡啶-4-基嘧啶-2-胺
• 英文名称: 4-(2-pyridyl)-6-(4-pyridyl)-2-aminopyrimidine
• 英文别名: 2-amino-4-(2-pyridyl)-6-(4-pyridyl)pyrimidine；4-(Pyridin-2-yl)-6-(pyridin-4-yl)pyrimidin-2-amine；4-pyridin-2-yl-6-pyridin-4-ylpyrimidin-2-amine
• CAS: 919480-78-7
• 化学式: C₁₄H₁₁N₅
• 分子量: 249.275
• InChiKey: JJXKNIVLXLUBQS-UHFFFAOYSA-N

物化性质

• 熔点：
  180-182 °C
• 沸点：
  526.3±60.0 °C(Predicted)
• 密度：
  1.277±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  19
• 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：
  77.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  copper(II) choride dihydrate 、 4-吡啶-2-基-6-吡啶-4-基嘧啶-2-胺 以 水 为溶剂， 以39%的产率得到[Cu2(4-(2-pyridyl)-6-(4-pyridyl)-2-aminopyrimidine)Cl2]n
  参考文献：
  名称：

  Three 1D copper(I/II) complexes of 4,6-dipyridyl-2-aminopyrimidine: Effect of the ligand isomerism on the structural motif

  摘要：

  Three copper(I/II) complexes [Cu-2(HL1)(2)Cl](n) (1), [Cu(H(2)L2)Cl](n) (2), and [Cu-2(H(2)L3)Cl-2](n) (3) were synthesized by the reaction of CuCl2 center dot 2H(2)O with three isomers of 4,6-dipyridyl-2-aminopyrimidine: H(2)L1, H(2)L2, and H(2)L3 under hydrothermal conditions. Although in compounds 1-3, the three ligands all exhibit bridging coordination modes, the structures of the resultant 1D polymers are very different. This result indicates that the structural motif of compounds 1-3 could be directed by the ligand isomers. (c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.inoche.2007.02.021

文献信息

• Two inorganic–organic hybrid silver-polyoxometalates as reusable catalysts for one-pot synthesis of propargylamines <i>via</i> a three-component coupling reaction at room temperature
  作者：Ming-Yu Dou、Xian-Qiang Huang、Guo-Yu Yang

  DOI：10.1039/d0ce00042f

  日期：——

  Importantly, compound 1 showed high catalytic activities for the three-component coupling reaction of alkynes and secondary amines along with formaldehyde, which resulted in a series of propargylamine derivatives in higher yields (up to 99%). Furthermore, the Ag–POM catalyst was easily recovered by filtration and reused for three cycles without a significant loss in catalytic activity. A tentative mechanism

  通过银络合物和Keggin POM的组合，形成了两种新型的无机-有机银-多金属氧酸盐杂化物[Ag 3 L 2（DMSO）2 ] [PW 12 O 40 ]·4DMSO（1）和[（Ag 2 L 2）2 ] [SiW 12 O 40 ]·10DMSO·2H 2 O（2）（L ＝ 4-（2-吡啶基）-6-（4-吡啶基）-2-氨基嘧啶）被合成和表征。有趣的是，化合物1中的银原子与AgNO模型三配位；但是，化合物2的Ag原子被有机配体的四个N原子包围并显示出扭曲的四面体构型。重要的是，化合物1对炔烃和仲胺与甲醛的三组分偶联反应显示出高催化活性，从而以更高的收率（高达99％）产生了一系列炔丙基胺衍生物。此外，Ag-POM催化剂很容易通过过滤回收，并可以重复使用三个循环而不会显着降低催化活性。还为这种转换提出了一种尝试性机制。
• Three metal–organic coordination compounds based on 4,6-dipyridyl-2-aminopyrimidine: Important role of hydrogen bonding in supramolecular assemblies
  作者：Ying-Nan Chi、Feng-Yun Cui、Yan-Qing Xu、Chang-Wen Hu

  DOI：10.1016/j.molstruc.2007.03.061

  日期：2008.3

  ligands contain both hydrogen bonding donors and acceptors, hydrogen bonding interactions play a crucial role in construction of supramolecular structures. In compound 1, the mono-nuclear complexes were connected to dimer structure by hydrogen bondings; in compound 2, dimer units were constructed through intermolecular hydrogen bondings and the crystallographic water molecules link the dimers into a 1-D

  摘要 二价金属盐与 4,6-二吡啶基-2-氨基嘧啶配体反应生成三种金属-有机配位化合物：[ZnL1(OOCCH3)2] (1), [Co(L2)2(OH)2] ·3H2O(2)和[Cu2(L2)2(OH)2(H2O)2](NO3)2·0.5H2O(3) [L1 = 4,6-双(2-吡啶基)-2-氨基嘧啶；L2 = 4-(2-吡啶基)-6-(4-吡啶基)-2-氨基嘧啶] 并且它们的晶体结构是通过单晶 X 射线衍射确定的。在这三种结构中，L1 和 L2 都表现出终端协调模式。由于配体同时包含氢键供体和受体，氢键相互作用在超分子结构的构建中起着至关重要的作用。在化合物1中，单核配合物通过氢键连接成二聚体结构；在化合物 2 中，二聚体单元是通过分子间氢键构建的，结晶水分子将二聚体连接成一维超分子链；在化合物3中，通过一系列氢键形成了复杂的3-D超分子结构。此外，化合物 1-3 显示出室温发光特性。
• The Tuning Effect of 2‐Amino‐4,6‐dipyridylpyrimidine Isomers on the Structural Dimensionalities and Motifs of Copper(I) Cyanide Complexes
  作者：Ying‐Nan Chi、Feng‐Yun Cui、Yan‐Qing Xu、Chang‐Wen Hu

  DOI：10.1002/ejic.200700387

  日期：2007.9

  modes of the ligands. Thus, L1 acts as a bis-chelating ligand in complex 1 to join the adjacent 1D CuCN}n chains into a two-dimensional corrugated layer. Complexes 2 and 4 both consist of one-dimensional zigzag chains where the ligands (L2 for complex 2 and L3 for complex 4) occupy the terminal positions and N···NH2 hydrogen bonds play an important role in the assembly of the supramolecular network. Complex

  三种异构低聚吡啶配体的四种新型氰化铜 (I) 配合物，即 2-amino-4,6-bis(2-pyridyl)pyrimidine (L1), 2-amino-4-(2-pyridyl)-6-(4) -吡啶基)嘧啶(L2)、2-氨基-4-(2-吡啶基)-6-(3-吡啶基)嘧啶(L3)已被水热合成。这些配合物具有一维和二维结构，由单晶 X 射线衍射确定。配合物 1-4 的结构维度和基序由配体的配位模式决定。因此，L1 作为复合物 1 中的双螯合配体将相邻的 1D CuCN}n 链连接成二维波纹层。配合物2和4都由一维锯齿链组成，配体（配合物2的L2和配合物4的L3）占据末端位置，N…NH2氢键在超分子网络的组装中起重要作用。配合物 3（另一种从 L3-Cu-CN 反应体系中分离出来的产物）是一个二维网络，其中 L3 作为桥接配体，氰化物基团同时表现出 μ2 和 μ3 连接模式。进一步研究表明，配合物
• Structural Diversity of Silver(I) 4,6-Dipyridyl-2-Aminopyrimidine Complexes:  Effect of Counteranions and Ligand Isomerism
  作者：Ying-Nan Chi、Kun-Lin Huang、Feng-Yun Cui、Yan-Qing Xu、Chang-Wen Hu

  DOI：10.1021/ic061231v

  日期：2006.12.1

  Using two ligands, 4,6-bis(2-pyridyl)-2-aminopyrimidine (L1) with two N,N'-chelating sites and 4-(2-pyridyl)-6-(4pyridyl)-2-aminopyrimidine (L2) (as the isomer of L1) containing one chelating site and one bridging unit, a series of novel Ag(I) complexes varying from zero- to two-dimensions have been prepared and their crystal structures determined via single-crystal X-ray diffraction. The two ligands are employed for the first time in coordination chemistry. The structures of compounds 1-3 are directed by the counteranions adopted in the reaction system: The reaction of L1 with AgNO3 yielded a dimer [Ag(2)L1(2)](NO3)(2) (1). The reaction of L1 with AgCF3SO3 led to a one-dimension "V-shaped" chain [AgL1](CF3SO3)}(n) (2). When AgSCN was used, a one-dimension ladder [Ag(2)L1-(SCN) 2](H2O)-H-.} n (3) was obtained. While ligand L2 reacted with AgNO3, a two-dimension [Ag-2(L-2)(2)](NO3)(2), H2O}(n) (4) was prepared with the help of an argentophilic interaction. Compounds 1-4 display room-temperature photoluminescence.
• Three 1D copper(I/II) complexes of 4,6-dipyridyl-2-aminopyrimidine: Effect of the ligand isomerism on the structural motif
  作者：Ying-Nan Chi、Feng-Yun Cui、Yan-Qing Xu、Chang-Wen Hu

  DOI：10.1016/j.inoche.2007.02.021

  日期：2007.6

  Three copper(I/II) complexes [Cu-2(HL1)(2)Cl](n) (1), [Cu(H(2)L2)Cl](n) (2), and [Cu-2(H(2)L3)Cl-2](n) (3) were synthesized by the reaction of CuCl2 center dot 2H(2)O with three isomers of 4,6-dipyridyl-2-aminopyrimidine: H(2)L1, H(2)L2, and H(2)L3 under hydrothermal conditions. Although in compounds 1-3, the three ligands all exhibit bridging coordination modes, the structures of the resultant 1D polymers are very different. This result indicates that the structural motif of compounds 1-3 could be directed by the ligand isomers. (c) 2007 Elsevier B.V. All rights reserved.