acetophenonidene-2-hydroxyaniline

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: acetophenonidene-2-hydroxyaniline
• 英文别名: 2-(1-Phenylethylideneamino)phenol
• 化学式: C₁₄H₁₃NO
• 分子量: 211.263
• InChiKey: BLJHKQTXFLDIMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  二正丁基氧化锡 、 acetophenonidene-2-hydroxyaniline 以 苯 为溶剂， 以85%的产率得到N-[2-[dibutyl-[2-(1-phenylethylideneamino)phenoxy]stannyl]oxyphenyl]-1-phenylethanimine
  参考文献：
  名称：

  Synthesis, Spectroscopic and Polarographic Studies of Dibutyltin(IV) Complexes of Schiff Bases Derived from 2-Aminophenol

  摘要：

  A series of dibutyltin(IV) complexes of Schiff bases derived from 2-aminophenol and benzaldehyde (HL1), anisaldehyde (HL2), 2-furfural (HL3), acetophenone (HL4), benzylmethyl ketone (HL5), benzil (HL6), salicylaldehyde (H2L7), 2-hydroxy-1-naphthaldehyde (H2L8) and 2-hydroxyacetophenone (H2L9) have been synthesized by the reaction of dibutyltin(IV) oxide with the preformed Schiff bases in 1:1 or 1:2 molar ratios in benzene with azeotropical removal of water. The analytical data are in agreement with the proposed stoichiometries of the complexes. Molar conductance values of the complexes (10(-3) M) in methanol indicate their non-electrolytic nature. Cis-trigonal bipyramidal or trans-octahedral geometries have been proposed for the complexes Bu2SnL2 (where HL = HL1 to HL6) and Bu2SnL (where H2L = H2L7 to H2L9), respectively, on the basis of electronic, infrared, far-infrared, H-1, C-13 and Sn-119 NMR, and Sn-119 Mossbauer spectral studies. All the Schiff bases and their dibutyltin complexes undergo reduction in the range -0.28 V to -2.5 V and their polarographic reduction is diffusion controlled and irreversible.

  DOI：

  10.1080/00945719809351658
• 作为产物：
  描述：

  苯乙酮 、 2-氨基苯酚 以 1,4-二氧六环 为溶剂， 反应 19.0h， 以20%的产率得到acetophenonidene-2-hydroxyaniline
  参考文献：
  名称：

  通过2-氨基苯酚与炔烃的反应合成取代的苯并[b] [1,4]氧杂ze庚因衍生物。

  摘要：

  我们已经开发出一种新颖的合成方法，可通过使2-氨基酚与炔烃在1,4-二恶烷中在100°C下反应来获得苯并[b] [1,4]氮杂氮杂物，这是苯并氮杂氮杂物的稀有类别之一。通过使用该合成方案，可以制备一系列苯并[b] [1,4]奥氮平衍生物。机理实验表明，氨基苯酚的羟基质子在炔基酮亚胺中间体的形成过程中起着关键作用，该中间体经过7-endo-dig环化反应。

  DOI：

  10.1039/c9ob02450f

文献信息

• 1,5-Benzoheteroazepines through eco-friendly general condensation reactions
  作者：Monica Nardi、Annalisa Cozza、Loredana Maiuolo、Manuela Oliverio、Antonio Procopio

  DOI：10.1016/j.tetlet.2011.06.029

  日期：2011.9

  Condensation reactions of o-phenylenediamine and 2 equiv of acetone produce biaryl-substituted 1, 5-benzodiazepines. The synthetic protocol shows general applicability since similar reaction of o-phenylenediamines, o-aminophenol, and o-aminothiophenol with ketones or chalcones leads to formation of functionalized 1,5-benzoheteroazepines in good to excellent yields. The synthetic protocol fulfills many green-chemical requirements using simple MW-assistance to promote the activation of ketones and the eco-compatible Er(III) triflate as activator of chalcones. (C) 2011 Elsevier Ltd. All rights reserved.
• Synthesis, Spectroscopic and Polarographic Studies of Dibutyltin(IV) Complexes of Schiff Bases Derived from 2-Aminophenol
  作者：Mala Nath、Nidhee Chaudhary

  DOI：10.1080/00945719809351658

  日期：1998.1

  A series of dibutyltin(IV) complexes of Schiff bases derived from 2-aminophenol and benzaldehyde (HL1), anisaldehyde (HL2), 2-furfural (HL3), acetophenone (HL4), benzylmethyl ketone (HL5), benzil (HL6), salicylaldehyde (H2L7), 2-hydroxy-1-naphthaldehyde (H2L8) and 2-hydroxyacetophenone (H2L9) have been synthesized by the reaction of dibutyltin(IV) oxide with the preformed Schiff bases in 1:1 or 1:2 molar ratios in benzene with azeotropical removal of water. The analytical data are in agreement with the proposed stoichiometries of the complexes. Molar conductance values of the complexes (10(-3) M) in methanol indicate their non-electrolytic nature. Cis-trigonal bipyramidal or trans-octahedral geometries have been proposed for the complexes Bu2SnL2 (where HL = HL1 to HL6) and Bu2SnL (where H2L = H2L7 to H2L9), respectively, on the basis of electronic, infrared, far-infrared, H-1, C-13 and Sn-119 NMR, and Sn-119 Mossbauer spectral studies. All the Schiff bases and their dibutyltin complexes undergo reduction in the range -0.28 V to -2.5 V and their polarographic reduction is diffusion controlled and irreversible.
• Synthesis of substituted benzo[<i>b</i>][1,4]oxazepine derivatives by the reaction of 2-aminophenols with alkynones
  作者：Kohei Oshimoto、Biao Zhou、Hiroaki Tsuji、Motoi Kawatsura

  DOI：10.1039/c9ob02450f

  日期：——

  We have developed a novel synthetic method accessing benzo[b][1,4]oxazepines that are one of the rare classes of benzoxazepine derivatives by reaction of 2-aminophenols with alkynones in 1,4-dioxane at 100 °C. A series of benzo[b][1,4]oxazepine derivatives can be prepared by using this synthetic protocol. Mechanistic experiments indicated that the hydroxy proton of the aminophenol could play a crucial

  我们已经开发出一种新颖的合成方法，可通过使2-氨基酚与炔烃在1,4-二恶烷中在100°C下反应来获得苯并[b] [1,4]氮杂氮杂物，这是苯并氮杂氮杂物的稀有类别之一。通过使用该合成方案，可以制备一系列苯并[b] [1,4]奥氮平衍生物。机理实验表明，氨基苯酚的羟基质子在炔基酮亚胺中间体的形成过程中起着关键作用，该中间体经过7-endo-dig环化反应。