5-(1-((2-aminoethyl)imino)ethyl)-4-methyl-1H-pyrazole-3-carboxylic acid | 1372617-74-7

• 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-(1-((2-aminoethyl)imino)ethyl)-4-methyl-1H-pyrazole-3-carboxylic acid
• 英文别名: 3-[N-(2-aminoethyl)-C-methylcarbonimidoyl]-4-methyl-1H-pyrazole-5-carboxylic acid
• CAS: 1372617-74-7
• 化学式: C₉H₁₄N₄O₂
• 分子量: 210.236
• InChiKey: RXNLOVKKOBNJSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.7
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  104
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  甲醇 、 水 、 copper(II) perchlorate hexahydrate 、 N,N-二甲基甲酰胺 、 5-(1-((2-aminoethyl)imino)ethyl)-4-methyl-1H-pyrazole-3-carboxylic acid 在 NaOH 作用下， 以 甲醇 、 水 为溶剂， 以88%的产率得到[Cu4(5-(1-((2-aminoethyl)imino)ethyl)-4-methyl-1H-pyrazole-3-carboxylic acid(-2H))4]*2MeOH*H2O*DMF
  参考文献：
  名称：

  Facile synthesis of Cu(II) complexes of mono- and bicondensed N donor Schiff base 1H-pyrazolate ligands: Crystal structures, spectroscopic and magnetic properties

  摘要：

  Two [2 x 2] grid-like complexes, [Cu-4(L-1)(4)]center dot 2MeOH center dot 2H(2)O center dot dmf (1) and [Cu-4(L-2)(4)]center dot 2NaClO(4).2MeOH (2) based on new substituted pyrazole ligands 5-(1-((2-aminoethyl)imino)ethyl)-4-methyl-1H-pyrazole-3-carboxylic (H2L1) acid and 5-(1-((3-aminopropyl)imino)ethyl)-4-methyl-1H-pyrazole-3-carboxylic acid (H2L2) have been synthesized and characterized spectroscopically and crystallographically. It was found that the ligand H2L2 condenses with 3-acetyl-4-methyl-pyrazole-5 carbonic acid (H2L) to produce a new dinuclear Cu(II) complex upon reaction with Cu(ClO4)(2)center dot 6H(2)O and CuAc2 center dot 2H(2)O. In the grid complexes the four Cu(II) atoms are in square-pyramidal environment formed by two pyrazole, imine and amine N atoms, and the carboxylate O atom and occupy the corners of a [2 x 2] grid with the Cu center dot center dot center dot Cu separations, varying from 3.998(1) to 4.2049(9) and 4.794(1) to 5.091(1) angstrom for the adjacent and diagonal atoms, respectively. In the dinuclear complex 3 the metal ions are found in square planar environment with their coordination planes lying roughly within the plane of the pyrazolate heterocycle. The separation between Cu(II) centers is 3.921(1) angstrom. Magnetic susceptibility measurements of 3 revealed the presence of strong antiferromagnetic interaction, with a J value of -207.5 cm(-1). This is larger than the J values found for the 1 and 2 grid complexes, which are -20.2 and -18.3 cm(-1), respectively. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2012.02.015
• 作为产物：
  描述：

  乙二胺 、 5-acetyl-4-methyl-1H-pyrazole-3-carboxylic acid 在 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以70%的产率得到5-(1-((2-aminoethyl)imino)ethyl)-4-methyl-1H-pyrazole-3-carboxylic acid
  参考文献：
  名称：

  Facile synthesis of Cu(II) complexes of mono- and bicondensed N donor Schiff base 1H-pyrazolate ligands: Crystal structures, spectroscopic and magnetic properties

  摘要：

  Two [2 x 2] grid-like complexes, [Cu-4(L-1)(4)]center dot 2MeOH center dot 2H(2)O center dot dmf (1) and [Cu-4(L-2)(4)]center dot 2NaClO(4).2MeOH (2) based on new substituted pyrazole ligands 5-(1-((2-aminoethyl)imino)ethyl)-4-methyl-1H-pyrazole-3-carboxylic (H2L1) acid and 5-(1-((3-aminopropyl)imino)ethyl)-4-methyl-1H-pyrazole-3-carboxylic acid (H2L2) have been synthesized and characterized spectroscopically and crystallographically. It was found that the ligand H2L2 condenses with 3-acetyl-4-methyl-pyrazole-5 carbonic acid (H2L) to produce a new dinuclear Cu(II) complex upon reaction with Cu(ClO4)(2)center dot 6H(2)O and CuAc2 center dot 2H(2)O. In the grid complexes the four Cu(II) atoms are in square-pyramidal environment formed by two pyrazole, imine and amine N atoms, and the carboxylate O atom and occupy the corners of a [2 x 2] grid with the Cu center dot center dot center dot Cu separations, varying from 3.998(1) to 4.2049(9) and 4.794(1) to 5.091(1) angstrom for the adjacent and diagonal atoms, respectively. In the dinuclear complex 3 the metal ions are found in square planar environment with their coordination planes lying roughly within the plane of the pyrazolate heterocycle. The separation between Cu(II) centers is 3.921(1) angstrom. Magnetic susceptibility measurements of 3 revealed the presence of strong antiferromagnetic interaction, with a J value of -207.5 cm(-1). This is larger than the J values found for the 1 and 2 grid complexes, which are -20.2 and -18.3 cm(-1), respectively. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2012.02.015