3-chloro-N′-[1-(2-hydroxyphenyl)ethylidene]benzohydrazide | 304456-52-8

• 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: 3-chloro-N′-[1-(2-hydroxyphenyl)ethylidene]benzohydrazide
• 英文别名: 3-chloro-N'-[1-(2-hydroxyphenyl)ethylidene]benzohydrazide；3-chloro-N-[1-(2-hydroxyphenyl)ethylideneamino]benzamide
• CAS: 304456-52-8
• 化学式: C₁₅H₁₃ClN₂O₂
• mdl: MFCD00977708
• 分子量: 288.733
• InChiKey: IXQPPVXRXMQVLF-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：

  3-chloro-N′-[1-(2-hydroxyphenyl)ethylidene]benzohydrazide 在 水 、 lead(IV) tetraacetate 、 sodium hydroxide 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 反应 0.03h， 生成 3-(3-chlorophenyl)-3-hydroxy-2,3-dihydro-1H-inden-1-one
  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：

  3-氯苯甲酸乙酯 在 一水合肼 作用下， 以 乙醇 为溶剂， 生成 3-chloro-N′-[1-(2-hydroxyphenyl)ethylidene]benzohydrazide
  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

• Crystal structures of new isostructural oxovanadium(V) complexes with hydrazone ligands
  作者：J. Yu

  DOI：10.1134/s0022476613030177

  日期：2013.5

  Two new isostructural methoxide-bridged dimeric oxovanadium(V) complexes [VO(L-1)(OMe)](2) (1) and [VO(L-2)(OMe)](2) (2), where L-1 and L-2 are the deprotonated forms of 3-bromo-N'-[1-(2-hydroxyphenyl)xethylidene]benzohydrazide (H2L1) and 3-chloro-N'-[1-(2-hydroxyphenyl)ethylidene]benzohydrazide (H2L2) respectively, are synthesized and characterized by elemental analyses, IR spectra, and single crystal X-ray determination. Both crystals crystallize in the triclinic space group P-1. For 1, a = 7.5237(15) , b = 10.846(3) , c = 11.195(3) , alpha = 84.143(3)A degrees, beta = 72.244(3)A degrees, gamma = 77.869(3)A degrees, V = 849.9(4) (3), Z = 1, R (1) = 0.0634, wR (2) = 0.1373. For 2, a = 7.493(2) , b = 10.740(3) , c = 11.109(3) , alpha = 84.569(2)A degrees, beta = 71.783(2)A degrees, gamma = 79.822(2)A degrees, V = 835.0(4) (3), Z = 1, R (1) = 0.0511, wR (2) = 0.1076. Each V atom in the complexes is octahedrally coordinated.
• Regioselective quadruple domino aldolization/aldol condensation/Michael/SNAr-cyclization: construction of hexacyclic indeno-fused C-nor-D-homo-steroid frameworks
  作者：Tanmoy Chanda、Sushobhan Chowdhury、B. Janaki Ramulu、Suvajit Koley、Raymond C.F. Jones、Maya Shankar Singh

  DOI：10.1016/j.tet.2014.01.059

  日期：2014.3

  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.