5-methyl-N'-[1-(pyridin-2-yl)ethylidene]-1H-pyrazole-3-carbohydrazide | 1197201-08-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-methyl-N'-[1-(pyridin-2-yl)ethylidene]-1H-pyrazole-3-carbohydrazide
• 英文别名: PzCAP；5-methyl-N-(1-pyridin-2-ylethylideneamino)-1H-pyrazole-3-carboxamide
• CAS: 1197201-08-3
• 化学式: C₁₂H₁₃N₅O
• 分子量: 243.268
• InChiKey: URLBTOYVYGEHNB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  83
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  copper(II) perchlorate hexahydrate 、 5-methyl-N'-[1-(pyridin-2-yl)ethylidene]-1H-pyrazole-3-carbohydrazide 以 甲醇 、 水 为溶剂， 以60%的产率得到[Cu4(5-methyl-N'-[1-(pyridin-2-yl)ethylidene]-1H-pyrazole-3-carbohydrazide)4(ClO4)2](ClO4)2
  参考文献：
  名称：

  Ferro- and anti-ferromagnetically coupled tetracopper(II) 2 × 2 homoleptic rectangular grids supported by both μ-O and μ-(N-N) bridges derived from a new pyrazole based polydentate Schiff base ligand–magneto-structural correlations and DFT calculation

  摘要：

  1号化合物中，四个Cu(II)中心全部为六配位，但2号化合物中，同一个中心有两个五配位和两个六配位Cu(II)中心。每个复合物都有中心[Cu4(N-N)2(O-O)2]核心，金属中心之间的磁相互作用也完全不同。

  DOI：

  10.1039/b908823g
• 作为产物：
  描述：

  2-乙酰基吡啶 、 3-甲基-1H-吡唑-5-羧肼 以 甲醇 为溶剂， 反应 5.0h， 以80%的产率得到5-methyl-N'-[1-(pyridin-2-yl)ethylidene]-1H-pyrazole-3-carbohydrazide
  参考文献：
  名称：

  吡唑衍生的席夫碱配体的两种顺式二氧钒 (V) 配合物的合成、表征和 X 射线晶体结构

  摘要：

  已经合成并表征了吡唑衍生的席夫碱配体的两个单核顺式二氧钒 (V) 配合物。用 N '-[(3-methyl-1H-pyrazole-5-yl)carbonyl]pyridine-2-carbohadrazonamido cis-dioxovanadium(V), {[VO2(PzOAP)]·H2O}进行单晶 X 射线分析(1), 和 5-甲基-N-[(1E)-1-(pyridin-2-yl)ethylidene]-1H-pyrazole-3-carbohydrazonate cis-dioxovanadium(V), {[VO2(PzCAP)]} (2). 两种配合物均在具有不同空间群的单斜晶系中结晶。配合物 1 在空间群 P21/c 中结晶，2 在空间群 C2/C 中结晶。在每个复合物中，钒都位于带有 N2O3 发色团的扭曲方形金字塔几何结构中。复合物的 τ 参数（1 为 0.33，2 为

  DOI：

  10.1080/00958972.2010.499457

文献信息

• Syntheses, characterization, and X-ray crystal structures of two cis-dioxovanadium(V) complexes of pyrazole-derived, Schiff-base ligands
  作者：Somnath Roy、Tarak Nath Mandal、Kinsuk Das、Ray J. Butcher、Arnold L. Rheingold、Susanta Kumar Kar

  DOI：10.1080/00958972.2010.499457

  日期：2010.6.20

  cis-dioxovanadium(V) complexes of pyrazole-derived, Schiff-base ligands have been synthesized and characterized. Single crystal X-ray analyses were performed with N ′-[(3-methyl-1H-pyrazole-5-yl)carbonyl]pyridine-2-carbohadrazonamido cis-dioxovanadium(V), [VO2(PzOAP)] · H2O} (1), and 5-methyl-N-[(1E)-1-(pyridin-2-yl)ethylidene]-1H-pyrazole-3-carbohydrazonate cis-dioxovanadium(V), [VO2(PzCAP)]} (2)

  已经合成并表征了吡唑衍生的席夫碱配体的两个单核顺式二氧钒 (V) 配合物。用 N '-[(3-methyl-1H-pyrazole-5-yl)carbonyl]pyridine-2-carbohadrazonamido cis-dioxovanadium(V), [VO2(PzOAP)]·H2O}进行单晶 X 射线分析(1), 和 5-甲基-N-[(1E)-1-(pyridin-2-yl)ethylidene]-1H-pyrazole-3-carbohydrazonate cis-dioxovanadium(V), [VO2(PzCAP)]} (2). 两种配合物均在具有不同空间群的单斜晶系中结晶。配合物 1 在空间群 P21/c 中结晶，2 在空间群 C2/C 中结晶。在每个复合物中，钒都位于带有 N2O3 发色团的扭曲方形金字塔几何结构中。复合物的 τ 参数（1 为 0.33，2 为
• Ferro- and anti-ferromagnetically coupled tetracopper(II) 2 × 2 homoleptic rectangular grids supported by both μ-O and μ-(N-N) bridges derived from a new pyrazole based polydentate Schiff base ligand–magneto-structural correlations and DFT calculation
  作者：Somnath Roy、Tarak Nath Mandal、Anil Kumar Barik、Samik Gupta、Mohamed Salah El Fallah、Javier Tercero、Ray J. Butcher、Susanta Kumar Kar

  DOI：10.1039/b908823g

  日期：——

  The pyrazole derived Schiff base polytopic ligand 5-methyl-N′-[1-(pyridin-2-yl)ethylidene]-1H-pyrazole-3-carbohydrazide (PzCAP), prepared by the reaction between 5-methylpyrazole-3-carbohydrazide and 2-acetyl pyridine, has two potentially bridging functional groups [μ-O and μ-(N-N)] and consequently can exhibit different coordination conformations. Two tetranuclear homoleptic copper(II) 2 × 2 rectangular grid-complexes [Cu4(PzCAP)4(NO3)2] (NO3)2·8H2O (1) and [Cu4(PzCAP)4(ClO4)2] (ClO4)2 (2) were formed by a strict self-assembly process employing metal and ligand under 1:1 mol proportion. Each pair of the ligand molecules in the two complexes are arranged in roughly parallel fashion but under different conformations. The ligand PzCAP contains terminal pyridine and pyrazole residues bound to a central flexible diazine subunit (N-N). The rectangular Cu(II) 2 × 2 grid complexes having [Cu4(μ-N-N)2(μ-O)2] core involve a mixture of two diazine (Cu-N-N-Cu ∼160°) and two alkoxo (Cu-O-Cu ∼138°) bridges along the length and breadth respectively. In the [Cu4(μ-N-N)2(μ-O)2] core in 1, out of the four Cu(II) centers, all are hexa-coordinated but there are two penta-coordinated and two hexa-coordinated Cu(II) centers in the same core of 2. Each complex having the central [Cu4(μ-N-N)2(μ-O)2] core, exhibits quite different magnetic interactions among the metal centers. The paramagnetic Cu(II) centers bridged through the diazine fragment are involved in anti-ferromagnetic interaction while a dominant ferromagnetic interaction prevails between the alkoxo-bridged Cu(II) centers. The [Cu4(μ-N-N)2(μ-O)2] cluster in 1 shows both ferromagnetic and anti-ferromagnetic interaction (J1 = −0.80 cm−1 and J2 = +3.49 cm−1), a very unusual characteristic in this system while the same cluster in 2 exhibits dominant anti-ferromagnetic coupling (J1 = −89.1 cm−1 and J2 = +5.5 cm−1) through the trans Cu-(N-N)-Cu bridging arrangement, typical for systems of this sort. Both the complexes 1 and 2 have been characterized structurally, magnetically and spectroscopically. The exchange pathways parameters (J1 and J2) have also been evaluated from density functional theoretical calculations to corroborate the bridging signatures with experimental findings.

  1号化合物中，四个Cu(II)中心全部为六配位，但2号化合物中，同一个中心有两个五配位和两个六配位Cu(II)中心。每个复合物都有中心[Cu4(N-N)2(O-O)2]核心，金属中心之间的磁相互作用也完全不同。