2-[4-(2-甲基丙基)-5-吡啶-2-基-1,2,4-三唑-3-基]吡啶 | 774609-09-5

• 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
• 中文名称: 2-[4-(2-甲基丙基)-5-吡啶-2-基-1,2,4-三唑-3-基]吡啶
• 英文名称: 4-isobutyl-3,5-di-(2-pyridyl)-4H-1,2,4-triazole
• 英文别名: 4-isobutyl-3,5-bis(2-pyridyl)-4H-1,2,4-triazole；4-isobutyl-3,5-di(2-pyridyl)-1,2,4-triazole；ibdpt；Pyridine, 2,2'-[4-(2-methylpropyl)-4H-1,2,4-triazole-3,5-diyl]bis-；2-[4-(2-methylpropyl)-5-pyridin-2-yl-1,2,4-triazol-3-yl]pyridine
• CAS: 774609-09-5
• 化学式: C₁₆H₁₇N₅
• 分子量: 279.344
• InChiKey: IUILKVXKAUNIDP-UHFFFAOYSA-N

物化性质

• 熔点：
  91-93 °C
• 沸点：
  497.2±43.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[4-(2-甲基丙基)-5-吡啶-2-基-1,2,4-三唑-3-基]吡啶 以 乙腈 为溶剂， 生成 [dicobalt(II) bis(4-isobutyl-3,5-di(2-pyridyl)-4H-1,2,4-triazole)(MeCN)(H2O)] (ClO4)4
  参考文献：
  名称：

  4-烷基-3,5-二(2-吡啶基)-4H-1,2,4-三唑的第一配合物：双核钴(II)、镍(II)的合成、X射线晶体结构和磁性和 4-异丁基-3,5-二(2-吡啶基)-4H-1,2,4-三唑的铜(II)配合物

  摘要：

  新的双（双齿）潜在双核配体 4-isobutyl-3,5-di(2-pyridyl)-4H-1,2,4-triazole (ibdpt) 与 M(ClO 4 ) 2 .6H 的反应2 O（M = Co II 、Ni II 或 Cull）在 MeCN 中以 1:1 的摩尔比提供双核配合物 [Co II 2 (ibdpt) 2 (MeCN) 2 (H 2 O) 2 ](ClO 4 ) 4 (1)、[Ni II 2 -(ibdpt) 2 -(MeCN) 4 ](ClO 4 ) 4 (2) 和[Cu II 2 (ibdpt ) 2(MeCN) 2 -(ClO 4 ) 2 ]-(ClO 4 ) 2 .2MeCN (3)。复合物1作为红橙色多晶型物1a和黄橙色多晶型物1b的混合物获得，这两种形式之间的主要区别在于H 2 O共配体和ClO 4 -反离子之间的氢键模式。单核配合物 [Cu II -(ibdpt)

  DOI：

  10.1002/ejic.200400780
• 作为产物：
  描述：

  2-吡啶甲酸乙酯 在 一水合肼 作用下， 以 正丁醇 为溶剂， 反应 42.0h， 生成 2-[4-(2-甲基丙基)-5-吡啶-2-基-1,2,4-三唑-3-基]吡啶
  参考文献：
  名称：

  从 N-取代硫代酰胺到对称和不对称 3,4,5-三取代 4H-1,2,4-三唑：新型螯合配体的合成和表征

  摘要：

  已经开发了在 Willgerodt-Kindler 反应条件下合成 N-取代吡啶-2-硫代甲酰胺的改进方案，使用催化量的硫化钠九水合物。按照该协议，八种携带芳香族或脂肪族 N 取代基的硫代酰胺已以良好的产率制备。这些硫代酰胺或它们的 S-烷基化同系物在回流的 1-丁醇中与酰肼缩合，以良好的收率得到了八个未稠合的 3,4,5-三取代 4H-1,2,4-三唑，包括四个否则不易获得的例子4-烷基-3,5-二芳基-4H-1,2,4-三唑。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)

  DOI：

  10.1002/ejoc.200400184

文献信息

• Iron(II) Tris-[<i>N</i>⁴-substituted-3,5-di(2-pyridyl)-1,2,4-triazole] Complexes: Structural, Magnetic, NMR, and Density Functional Theory Studies
  作者：Jonathan A. Kitchen、Nicholas G. White、Maruta Boyd、Boujemaa Moubaraki、Keith S. Murray、Peter D. W. Boyd、Sally Brooker

  DOI：10.1021/ic900634t

  日期：2009.7.20

  properties of the resulting iron(II) complexes to be probed. The low temperature crystal structures of seven of the complexes reveal low spin iron(II) environments. Packing analyses reveal anion-π and acetonitrile-π interactions involving the tetrafluoroborate counteranions and interstitial acetonitrile molecules, respectively. Both “π-pockets” and “π-sandwiches” are observed. Solid state magnetic susceptibility

  已制备和表征了N 4 -3,5-二（2-吡啶基）-1,2,4-三唑（Rdpt）配体的八种单核铁（II）配合物。在所有情况下，使用的铁（II）/配体比率为1：3，得到通式为[Fe II（Rdpt）3 ]（BF 4）2 ·溶剂的红色络合物，产率为55-89％。的配位体的不同仅在性质Ñ 4 -取代（氨基，吡咯基，异丁基，甲基，苯基，对甲苯基，3,5-二氯苯基，和4-吡啶基;对于配体ADPT，pldpt，ibdpt，（分别为medpt，phdpt，ptdpt，Cldpt和pydpt）允许取代基对生成的铁（II）配合物的性质进行探测。七个配合物的低温晶体结构显示出低自旋铁（II）环境。堆积分析显示阴离子-π和乙腈-π相互作用分别涉及四氟硼酸抗衡阴离子和间质乙腈分子。可以同时看到“口袋”和“三明治”。固态磁化率测量值（4-300 K）表明，在研究的所有温度下，除[Fe II（pldpt）3 ]（BF4）2
• Mononuclear Low-Spin 3:1-Type Iron(II) Complexes of 4-Substituted 3,5-Bis(2-pyridyl)- and 3-Phenyl-5-(2-pyridyl)-4<i>H</i>-1,2,4-triazoles
  作者：Julia Klingele、Harald Scherer、Marco H. Klingele

  DOI：10.1002/zaac.200900137

  日期：2009.11

  Two series of mononuclear 3:1-type iron(II) complexes have been obtained by the reaction of Fe(ClO4)2·6H2O with nine previously reported 1,2,4-triazole-based ligands. The first series, [FeIILS3](ClO4)2·nH2O, is based on symmetrical 4-substituted 3,5-di-(2-pyridyl)-4H-1,2,4-triazoles where LS = medpt [4-methyl-3,5-di-(2-pyridyl)-4H-1,2,4-triazole], ibdpt [4-isobutyl-3,5-di-(2-pyridyl)-4H-1,2,4-triazole]

  通过 Fe(ClO4)2·6H2O 与九个先前报道的基于 1,2,4-三唑的配体反应，已经获得了两个系列的单核 3:1 型铁 (II) 配合物。第一个系列，[FeIILS3](ClO4)2·nH2O，基于对称的 4-取代 3,5-二-(2-吡啶基)-4H-1,2,4-三唑，其中 LS = medpt [4-甲基-3,5-二-(2-吡啶基)-4H-1,2,4-三唑]，ibdpt [4-异丁基-3,5-二-(2-吡啶基)-4H-1,2,4-三唑], pmdpt [4-(4-甲基苯基)-3,5-二-(2-吡啶基)-4H-1,2,4-三唑], pydpt [3,5-二-(2-吡啶基)- 4-(4-吡啶基)-4H-1,2,4-三唑]和pldpt[3,5-二-(2-吡啶基)-4-(1H-吡咯-1-基)-4H-1,2 ,4-三唑] 而第二系列的配合物 [FeIILU3](ClO4)2·nH2O 包含不对称的
• When three is not a crowd: the first trinuclear complexes of N4-substituted-3,5-dipyridyl-1,2,4-triazole ligands, [FeII3(Rdpt)4(NCS)6]
  作者：Jonathan A. Kitchen、Guy N. L. Jameson、Victoria A. Milway、Jeffery L. Tallon、Sally Brooker

  DOI：10.1039/c0dt00716a

  日期：——

  The first examples of trinuclear complexes of any dipyridyltriazole, [FeII3(Rdpt)4(NCS)6], are, respectively: [HS-HS-HS] when Rdpt = phdpt and “[LS-HS-LS]” when Rdpt = ibdpt.

  任何二吡啶基三唑的三核配合物[FeII3(Rdpt)4(NCS)6]的第一个例子分别是当 Rdpt = phdpt 时为[HS-HS-HS]，当 Rdpt = ibdpt 时为"[LS-HS-LS]"。
• Synthesis and X-ray crystal structures of some mononuclear and dinuclear complexes of 4-isobutyl-3,5-di(2-pyridyl)-4H-1,2,4-triazole
  作者：Marco H. Klingele、Andy Noble、Peter D.W. Boyd、Sally Brooker

  DOI：10.1016/j.poly.2006.07.018

  日期：2007.1

  In order to probe the ability of the bis-bidentate ligand 4-isobutyl-3,5-di(2-pyridyl)-4H-1,2,4-triazole (ibdpt) to form mononuclear complexes of the 1:2 type, [M-II(ibdpt)2(X)(2)](y+), a metal-to-ligand molar ratio of 1:2 has been employed in reactions with Co(ClO4)(2).6H(2)O, Ni(ClO4)(2).6H(2)O and Zn(ClO4)(2)-6H(2)O. A high yield of the pure mononuclear complex [Zn-II(ibdPt)(2)(ClO4)(2)] is obtained when Zn(ClO4)(2).6H(2)O is employed. In contrast, when Co(ClO4)(2).6H(2)O is employed a mixture of mono- and dinuclear complexes, [Co-II(ibdPt)(2)(X)(2)](y+). and [Co-2(II) (ibdPt)(2)(X)(4)](y+), respectively, results. Even more dramatically, when Ni(ClO4)(2).6H(2)O is employed, no mononuclear [Ni-II(ibdpt)(2)(X)(2)](y+) complex is obtained despite the 1:2 ratio. It is clear from these studies that stoichiometry alone does not control the outcome of such complexation reactions but that other factors, including the nature of the N-4 substituent and the relative solubility of the various possible products, also influenced by the N-4 substituent, are also important. The X-ray crystal structures of the mononuclear complexes [Co-II(ibdpt),(H2O)(2)](ClO4)(2).Et2O, [Zn-II(ibdPt)(2)(ClO4)(2)] and [Zn-II(ibdPt)(2)(H2O)(2)](ClO4)(2).3MeCN and of the dinuclear complex [Zn-2(ibdPt)(2)(H2O)(4)](ClO4)(2) are presented. In all of these complexes the metal centres are octahedrally N4O2 coordinated by two in-plane ibdpt molecules and axial H2O or ClO4-, co-ligands. The trans-(N',N')(2) coordination mode is adopted in all three mononuclear complexes and the trans-(N',N-1,N-2,N '')(2) double bridging coordination mode is adopted in the dinuclear complex. (c) 2006 Elsevier Ltd. All rights reserved.
• FromN-Substituted Thioamides to Symmetrical and Unsymmetrical 3,4,5-Trisubstituted 4H-1,2,4-Triazoles: Synthesis and Characterisation of New Chelating Ligands
  作者：Marco H. Klingele、Sally Brooker

  DOI：10.1002/ejoc.200400184

  日期：2004.8

  improved protocol for the synthesis of N-substituted pyridine-2-thiocarboxamides under the conditions of the Willgerodt−Kindler reaction, employing a catalytic amount of sodium sulfide nonahydrate, has been developed. Following this protocol, eight thioamides carrying aromatic or aliphatic N-substituents have been prepared in good to excellent yields. Condensation of these thioamides or their S-alkylated

  已经开发了在 Willgerodt-Kindler 反应条件下合成 N-取代吡啶-2-硫代甲酰胺的改进方案，使用催化量的硫化钠九水合物。按照该协议，八种携带芳香族或脂肪族 N 取代基的硫代酰胺已以良好的产率制备。这些硫代酰胺或它们的 S-烷基化同系物在回流的 1-丁醇中与酰肼缩合，以良好的收率得到了八个未稠合的 3,4,5-三取代 4H-1,2,4-三唑，包括四个否则不易获得的例子4-烷基-3,5-二芳基-4H-1,2,4-三唑。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)