{2-hydroxy-α-methyl-benzylidene}-{4-chloro-benzoyl}-hydrazine | 109495-50-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: {2-hydroxy-α-methyl-benzylidene}-{4-chloro-benzoyl}-hydrazine
• 英文别名: 4-chloro-N-[1-(2-hydroxyphenyl)ethylideneamino]benzamide
• CAS: 109495-50-3
• 化学式: C₁₅H₁₃ClN₂O₂
• 分子量: 288.733
• InChiKey: UVCZJHCHDQMFGS-UHFFFAOYSA-N

物化性质

• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  61.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  {2-hydroxy-α-methyl-benzylidene}-{4-chloro-benzoyl}-hydrazine 在 lead(IV) tetraacetate 作用下， 以 四氢呋喃 为溶剂， 生成 2′-(4-chlorobenzoyl)acetophenone
  参考文献：
  名称：

  Regioselective quadruple domino aldolization/aldol condensation/Michael/SNAr-cyclization: construction of hexacyclic indeno-fused C-nor-D-homo-steroid frameworks

  摘要：

  An operationally simple and highly atom-economic anionic quadruple domino reaction sequence for the synthesis of hexacyclic indeno-fused naphthalene/quinoline molecules having structural resemblance with the C-nor-D-homo-steroid nucleus has been developed. Promoter and solvent specificity, regioselectivity and mechanistic details were experimentally established. Catalyst concentration and solvent dependent switching of domino steps creating four new C-C bonds are discussed. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.01.059
• 作为产物：
  描述：

  对氯苯甲酸 在 氯化亚砜 、 一水合肼 作用下， 以 乙醇 为溶剂， 生成 {2-hydroxy-α-methyl-benzylidene}-{4-chloro-benzoyl}-hydrazine
  参考文献：
  名称：

  Regioselective quadruple domino aldolization/aldol condensation/Michael/SNAr-cyclization: construction of hexacyclic indeno-fused C-nor-D-homo-steroid frameworks

  摘要：

  An operationally simple and highly atom-economic anionic quadruple domino reaction sequence for the synthesis of hexacyclic indeno-fused naphthalene/quinoline molecules having structural resemblance with the C-nor-D-homo-steroid nucleus has been developed. Promoter and solvent specificity, regioselectivity and mechanistic details were experimentally established. Catalyst concentration and solvent dependent switching of domino steps creating four new C-C bonds are discussed. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.01.059

文献信息

• Studies in Coördination Chemistry. II. Spectrophotometric Investigation of Some Hydrazidic Tetracovalent Nickel(II) Complexes
  作者：Luigi Sacconi、Piero Paoletti、Francesco Maggio

  DOI：10.1021/ja01572a028

  日期：1957.8
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Ni: MVol.C2, 7.15, page 743 - 752
  作者：

  DOI：——

  日期：——
• Ruthenium(III) Schiff Base Complexes: Catalytic Activity in Aryl–Aryl Coupling Reaction and Antimicrobial Activity
  作者：C. Jayabalakrishnan、R. Karvembu、K. Natarajan

  DOI：10.1081/sim-120025439

  日期：2003.1.11

  The synthesis and characterization of several hexa-coordinated ruthenium(III) Schiff base complexes of the type [RuX(EPh3)(2)(L)] (E = P or As: X = Cl or BY; L = anion of the Schiff bases derived by the condensation of salicylaldehyde or o-hydroxyacetophenone with benzoylhydrazine or p-chlorobenzoylhydrazine) are reported. IR, EPR, electronic spectra and cyclic voltammetric data of the complexes are discussed. An octahedral geometry has been tentatively proposed for all of these complexes. The new complexes have been subjected to a catalytic activity study in the aryl-aryl Coupling reaction and also to ail antibacterial study.