2-chlorobenzaldehyde hydralazine hydrazone hydrochloride salt

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2-chlorobenzaldehyde hydralazine hydrazone hydrochloride salt
• 英文别名: 2-chlorobenzaldehyde phthalazin-1-ylhydrazone；N-[(2-chlorophenyl)methylideneamino]phthalazin-1-amine
• 化学式: C₁₅H₁₁ClN₄
• 分子量: 282.732
• InChiKey: FADNHRXAIZNECB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-chlorobenzaldehyde hydralazine hydrazone hydrochloride salt 在 copper dichloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.83h， 以74%的产率得到3-(2-chlorophenyl)-1,2,4-triazolo[3,4-a]phthalazine
  参考文献：
  名称：

  A convenient new synthesis of fused 1,2,4-triazoles: the oxidation of heterocyclic hydrazones using copper dichloride

  摘要：

  A series of 1,2,4-triazoles have been prepared by oxidative intramolecular cyclization of heterocyclic hydrazones with copper dichloride. General applicability of this simple transformation was confirmed by the synthesis of moderate to high yields of 1,2,4-triazolo[4,3-a]pyridines, 1,2,4-triazolo[4,3-a]pyrimidines, 1,2,4-triazolo[4,3-b]pyridazines, 1,2,4-triazolo[4,3-a]phthalazines, and 1,2,4-triazolo[4,3-a]quinoxalines. A 1,2,4-triazolo[4,3-e]purine-6,8(7H)-dione was obtained in a lower yield. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.01.111
• 作为产物：
  描述：

  盐酸肼屈嗪 、 2-氯苯甲醛 以 甲醇 为溶剂， 以70%的产率得到2-chlorobenzaldehyde hydralazine hydrazone hydrochloride salt
  参考文献：
  名称：

  Mixed ligand complex via zinc(II)-mediated in situ oxidative heterocyclization of hydrochloride salt of 2-chlorobenzaldehyde hydralazine hydrazone as potential of antihypertensive agent

  摘要：

  An unusual tetrahedral mixed ligand Zn(II) complex ZnT(L)Cl, where L = 2-chlorobenzaldehyde hydralazine hydrazone and T = in situ generated 3-(2-chlorophenyl)-1,2,4-triazolo[3,4-a]phthalazine is reported. Structure of the fused triazole has been confirmed by single crystal X-ray diffraction studies. Structure of Co(II), Ni(II), Cu(II) and Zn(II) complexes has been confirmed by spectral and analytical methods. Metal complexes have exhibited better activity in the fructose induced hypertension studies in animal model and are comparable with the standard. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.11.037

文献信息

• A convenient new synthesis of fused 1,2,4-triazoles: the oxidation of heterocyclic hydrazones using copper dichloride
  作者：Michael Ciesielski、Daniela Pufky、Manfred Döring

  DOI：10.1016/j.tet.2005.01.111

  日期：2005.6

  A series of 1,2,4-triazoles have been prepared by oxidative intramolecular cyclization of heterocyclic hydrazones with copper dichloride. General applicability of this simple transformation was confirmed by the synthesis of moderate to high yields of 1,2,4-triazolo[4,3-a]pyridines, 1,2,4-triazolo[4,3-a]pyrimidines, 1,2,4-triazolo[4,3-b]pyridazines, 1,2,4-triazolo[4,3-a]phthalazines, and 1,2,4-triazolo[4,3-a]quinoxalines. A 1,2,4-triazolo[4,3-e]purine-6,8(7H)-dione was obtained in a lower yield. (c) 2005 Elsevier Ltd. All rights reserved.
• Mixed ligand complex via zinc(II)-mediated in situ oxidative heterocyclization of hydrochloride salt of 2-chlorobenzaldehyde hydralazine hydrazone as potential of antihypertensive agent
  作者：Raghavendra P. Bakale、Ganesh N. Naik、Chandrashekhar V. Mangannavar、Iranna S. Muchchandi、I.N. Shcherbakov、Chris Frampton、Kalagouda B. Gudasi

  DOI：10.1016/j.ejmech.2013.11.037

  日期：2014.2

  An unusual tetrahedral mixed ligand Zn(II) complex ZnT(L)Cl, where L = 2-chlorobenzaldehyde hydralazine hydrazone and T = in situ generated 3-(2-chlorophenyl)-1,2,4-triazolo[3,4-a]phthalazine is reported. Structure of the fused triazole has been confirmed by single crystal X-ray diffraction studies. Structure of Co(II), Ni(II), Cu(II) and Zn(II) complexes has been confirmed by spectral and analytical methods. Metal complexes have exhibited better activity in the fructose induced hypertension studies in animal model and are comparable with the standard. (C) 2013 Elsevier Masson SAS. All rights reserved.