4-(hydrazonomethyl)phenol | 52211-82-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-(hydrazonomethyl)phenol
• 英文别名: p-Hydroxy-benzaldehyd-hydrazon；2-(4-Hydroxyphenylmethylene)hydrazine；4-methanehydrazonoylphenol
• CAS: 52211-82-2
• 化学式: C₇H₈N₂O
• 分子量: 136.153
• InChiKey: LKKFMHRRWAFISA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(hydrazonomethyl)phenol 在 氢氧化钾 作用下， 以 二乙二醇 为溶剂， 反应 0.28h， 生成 对甲酚
  参考文献：
  名称：

  Chattopadhyay, Sarmishtha; Banerjee, Sajal Kumar; Mitra, Alok Kumar, Journal of the Indian Chemical Society, 2002, vol. 79, # 11, p. 906 - 907

  摘要：

  DOI：
• 作为产物：
  描述：

  对羟基苯甲醛 在 一水合肼 作用下， 以 乙醇 为溶剂， 生成 4-(hydrazonomethyl)phenol
  参考文献：
  名称：

  带有双-席夫碱的三嗪基吲哚作为β-葡萄糖醛酸酶抑制剂的合成、体外和计算机研究

  摘要：

  通过三嗪基吲哚-硫酮环形成、三嗪基吲哚-硫醇-苯乙酮，然后是三嗪基吲哚双-席夫碱形成来合成带有双-希夫碱类似物的三嗪基吲哚(1-20) 。与标准 D-糖精酸 1,4-内酯 (IC 50  = 48.10 ± 1.2 µ M)相比，合成的类似物显示出β-葡萄糖醛酸酶潜力，IC 50值范围为 2.60 ± 0.10 至 55.40 ± 1.60 µ M。模拟 20 是最有效的一种，IC 50值为 2.60 ± 0.10 µ M。类似物 17、4 的 IC 50值分别为 5.20 ± 0.20 和 5.70 ± 0.20 µ M，可承受 2次和3次排名合成类似物之间的支架。所有其他 16 种类似物的 IC 50值范围为 7.9 ± 0.2 至 48.1 ± 1.2 µ M，均显示出多倍的效力。通过分子对接研究建立了结构-活性关系并确认了结合相互作用。

  DOI：

  10.1016/j.molstruc.2021.131003

文献信息

• Retroviral protease inhibiting compounds
  申请人：Abbott Laboratories

  公开号：US05461067A1

  公开（公告）日：1995-10-24

  A retroviral protease inhibiting compound of the formula: ##STR1## is disclosed wherein R.sub.1, R.sub.2, R.sub.5, R.sub.6, Y.sub.m and Y'.sub.n are herein defined.

  公开了一种化学式为##STR1##的逆转录病毒蛋白酶抑制化合物，其中R.sub.1、R.sub.2、R.sub.5、R.sub.6、Y.sub.m和Y'.sub.n在此有定义。
• Umpolung cross-coupling of polyfluoroarenes with hydrazones <i>via</i> activation of C–F bonds
  作者：Dawei Cao、Pan Pan、Huiying Zeng、Chao-Jun Li

  DOI：10.1039/c9cc04299g

  日期：——

  cross-coupling of polyfluoroarenes with various substituted hydrazones to construct C(sp2)–C(sp3) bonds is developed. In this strategy, the C–F bond of polyfluoroarenes is cleaved and coupled with moisture- and air-stable hydrazones under mild conditions with good to excellent yields. This method provides a useful tool for synthesizing polyfluorinated pharmaceuticals and functional materials.

  提出了一种将多氟芳烃与各种取代的azo酮交叉偶联以构建C（sp 2）–C（sp 3）键的umpolung策略。在这种策略下，多氟芳烃的C–F键在温和的条件下被裂解并与湿气和空气稳定的hydr偶联，并具有良好或优异的收率。该方法为合成多氟化药物和功能材料提供了有用的工具。
• The catalytic olefination reaction of aldehydes and ketones with CBr3CF3
  作者：Valentine G. Nenajdenko、Georgy N. Varseev、Alexey V. Shastin、Elisabeth S. Balenkova

  DOI：10.1016/j.jfluchem.2005.03.020

  日期：2005.6

  The new approach of catalytic olefination reaction (COR) has been used to convert aromatic and aliphatic aldehydes and ketones to 2-bromo-3,3,3-trifluoroprop-1-enes by the treatment of corresponding hydrazones with CBr3CF3 under copper(I) catalysis conditions. The reaction proceeds stereoselectively, the target alkenes were obtained in good yields.

  通过在铜的存在下用CBr 3 CF 3处理相应的azo，已使用催化烯烃化反应（COR）的新方法将芳族和脂族醛和酮转化为2-溴-3,3,3-三氟丙-1-烯。（一）催化条件。反应立体选择性地进行，以高收率获得目标烯烃。
• <i>N</i> ‐Amino‐1,8‐Naphthalimide is a Regenerated Protecting Group for Selective Synthesis of Mono‐N‐Substituted Hydrazines and Hydrazides
  作者：Mesram Manoj Kumar、Parikibanda Venkataramana、Parikibanda Yadagiri Swamy、Yadaiah Chityala

  DOI：10.1002/chem.202102593

  日期：2021.12.15

  N-Amino-1,8-naphthalimide was used as a protecting group and a reagent to selective synthesis of various mono-N-substituted hydrazines and hydrazides. In all these reactions, the protecting reagent N-amino-1,8-naphthalimide was easily regenerated in good yields by the hydrazinolysis. All these transformations showed good functional-group tolerance and can be used for large scale C−N cross-coupling

  N-氨基-1,8-萘二甲酰亚胺用作保护基团和试剂，用于选择性合成各种单-N-取代的肼和酰肼。在所有这些反应中，保护试剂N-氨基-1,8-萘二甲酰亚胺很容易通过肼解以良好的产率再生。所有这些转化都显示出良好的官能团耐受性，可用于大规模的 CN 交叉偶联反应。
• Synthesis of novel three compound imidazole derivatives via Cu(II) catalysis and their larvicidal and antimicrobial activities
  作者：Abdullah Alaklab、Radhakrishnan Surendra Kumar、Anis Ahamed、Ibrahim A. Arif、Aseer Manilal、Akbar Idhayadhulla

  DOI：10.1007/s00706-016-1746-2

  日期：2017.2

  dazole and other imidazole derivatives were synthesized by Mannich base method in the presence of Cu(II) catalysis. Cu(Phen)Cl2 catalysis was performed well compared with other Cu(II) catalysis. Synthesized compounds were confirmed by IR, 1H NMR, 13C NMR, mass spectra, and elemental analysis. Synthesized compounds were evaluated by antimicrobial and larvicidal activities. 4-[[2-(Furan-2-ylmethylen

  AbstractOne-pot three-component reactions of 1-[[2-(furan-2-ylmethylene)hydrazinyl](phenyl)methyl]-1H-imidazole and other imidazole derivatives were synthesized by Mannich base method in the presence of Cu(II) catalysis. Cu(Phen)Cl2 catalysis was performed well compared with other Cu(II) catalysis. Synthesized compounds were confirmed by IR, 1H NMR, 13C NMR, mass spectra, and elemental analysis. Synthesized