2-[(2-phenylhydrazino)carbonyl]benzoic acid | 29110-76-7

• 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-[(2-phenylhydrazino)carbonyl]benzoic acid
• 英文别名: phthalic acid mono-(N'-phenyl-hydrazide)；PHCBA；Phthalsaeure-mono-(N'-phenyl-hydrazid)；Phthalsaeure-mono-(β-phenyl-hydrazid)；2-(Anilinocarbamoyl)benzoic acid
• CAS: 29110-76-7
• 化学式: C₁₄H₁₂N₂O₃
• 分子量: 256.261
• InChiKey: PHAXKMWEHYBPQC-UHFFFAOYSA-N

物化性质

• 熔点：
  153 °C
• 沸点：
  426.8±28.0 °C(Predicted)
• 密度：
  1.351±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  78.4
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[(2-phenylhydrazino)carbonyl]benzoic acid 在 mixture of gaseous nitrogen oxides 、 溶剂黄146 作用下， 生成 N-(N-nitro-anilino)-phthalimide
  参考文献：
  名称：

  Hoette, Journal fur praktische Chemie (Leipzig 1954), 1887, vol. <2> 35, p. 293

  摘要：

  DOI：
• 作为产物：
  描述：

  2-苯胺基-2H-异吲哚-1,3-二酮 在 氢氧化钾 作用下， 生成 2-[(2-phenylhydrazino)carbonyl]benzoic acid
  参考文献：
  名称：

  Pellizzari, Gazzetta Chimica Italiana, 1886, vol. 16, p. 204

  摘要：

  DOI：

文献信息

• Selective Synthesis in Microdroplets of 2‐Phenyl‐2,3‐dihydrophthalazine‐1,4‐dione from Phenyl Hydrazine with Phthalic Anhydride or Phthalic Acid
  作者：Dan Gao、Feng Jin、Xin Yan、Richard N. Zare

  DOI：10.1002/chem.201805585

  日期：2019.1.28

  their potential biological and optical properties. Traditional synthetic methods usually require acid or base as a catalyst under reflux conditions with reaction times ranging from hours to a few days or require microwave assistance to induce the reaction. Herein, this work presents the accelerated synthesis of a pyridazine derivative, 2‐phenyl‐2,3‐dihydrophthalazine‐1,4‐dione (PDHP), in electrosprayed

  哒嗪衍生物具有潜在的生物学和光学特性，是特权结构。传统的合成方法通常需要在回流条件下以酸或碱为催化剂，反应时间为数小时至数天，或者需要微波辅助来引发反应。本文中，这项工作提出了在含有苯肼与邻苯二甲酸酐或邻苯二甲酸等摩尔混合物的电喷雾微滴中，哒嗪衍生物2-苯基-2,3-二氢邻苯二甲酸1,4-二酮（PDHP）的加速合成。该反应在亚毫秒级的时间范围内以良好的收率发生（在选择溶剂的情况下超过90％），而无需在室温下使用外部催化剂。与获得两种产品的混合物的本体反应形成鲜明对比的是，在封闭的微滴中的反应仅产生重要的六元杂环产物PDHP。结果表明，低pH值的微滴中的表面反应会导致选择性，加速和高收率。
• Satoda et al., Yakugaku Kenkyu, 1956, vol. 28, p. 609,611, 612
  作者：Satoda et al.

  DOI：——

  日期：——
• Oxidative and Reductive Carbodiazenylation of Nonactivated Olefins
  作者：Markus R. Heinrich、Olga Blank、Alexander Wetzel

  DOI：10.1021/jo061919p

  日期：2007.1.1

  [graphics]Procedures for the carbodiazenylation of nonactivated olefins with a wide range of aryldiazonium salts have been developed. The azo compounds obtained can serve as valuable precursors for beta-arylamines (carboamination products), beta-amino acids, ketones, and various heterocyclic structures.
• Rowe et al., Journal of the Chemical Society, 1935, p. 1796,1807
  作者：Rowe et al.

  DOI：——

  日期：——
• Ru(III)-catalyzed oxidation of pyridoxine and albuterol in pharmaceuticals
  作者：More Ashok、Adapa V.S.S. Prasad、P. Muralidhar Reddy、Vadde Ravinder

  DOI：10.1016/j.saa.2008.07.035

  日期：2009.2

  Ru(III) complexes with coordinated amide were synthesized and characterized by elemental, IR, mass, electronic, ESR spectral analysis, magnetic and conductance measurements and octahedral structures have been proposed. These complexes were used as catalysts for the oxidation of pyridoxine and albuterol in pharmaceuticals in presence of hydrogen peroxide. The role of co-oxidant and the effect of reaction time on the yields of oxidation products which were spectrophotometrically determined by condensing them with sulfanilic acid in acid medium were investigated. Structures of the oxidation products were established with the help of IR and NMR spectral analysis. (C) 2008 Elsevier B.V. All rights reserved.