2-(2-(4-methoxyphenyl)hydrazono)-1,3-diphenylpropane-1,3-dione | 24743-64-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2-(2-(4-methoxyphenyl)hydrazono)-1,3-diphenylpropane-1,3-dione
• 英文别名: 2-[(4-methoxyphenyl)hydrazinylidene]-1,3-diphenylpropane-1,3-dione
• CAS: 24743-64-4
• 化学式: C₂₂H₁₈N₂O₃
• 分子量: 358.397
• InChiKey: FSJSLEHKVVJPGZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.23
• 重原子数：
  27.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  67.76
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-(2-(4-methoxyphenyl)hydrazono)-1,3-diphenylpropane-1,3-dione 在 sodium ethanolate 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 6.0h， 生成 Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[3-cyano-5-(4-methoxy-phenylazo)-4,6-diphenyl-pyridin-2-ylsulfanyl]-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  SYNTHESIS AND BIOLOGICAL EVALUATION OF S-GLYCOSYLATED PYRIDINES

  摘要：

  The formation of thioglycosides 7a-j and 10a-j via the reaction of sodium salts of thiopyridines 3a-e with glycosyl bromides 6a,b has been studied. Comparison with the products obtained from silylated thiopyridines 8a-e and peracetylated sugars 9a,b is made. C-13 NMR was utilized to elucidate the proposed structures of the products.

  DOI：

  10.1081/ncn-120003286
• 作为产物：
  描述：

  para-methoxyphenyldiazonium chloride 、 二苯甲酰基甲烷 在 sodium acetate 作用下， 以 乙醇 为溶剂， 生成 2-(2-(4-methoxyphenyl)hydrazono)-1,3-diphenylpropane-1,3-dione
  参考文献：
  名称：

  Elgemeie, Galal E. H.; Alnaimi, Ibrahim S.; Alarab, Hafsa F., Heterocycles, 1992, vol. 34, # 9, p. 1721 - 1728

  摘要：

  DOI：

文献信息

• Aryldiazenyl Radicals from Arylazo Sulfones: Visible Light‐Driven Diazenylation of Enol Silyl Ethers
  作者：Havall Othman Abdulla、Simone Scaringi、Ahmed A. Amin、Mariella Mella、Stefano Protti、Maurizio Fagnoni

  DOI：10.1002/adsc.201901424

  日期：2020.5.26

  A versatile protocol for the diazenylation of enol silyl ethers under visible light irradiation is presented herein. The reaction is based on the underused reaction of a nitrogen‐based radical (the diazenyl radical) with an enol silyl ether. Arylazo sulfones were used as photoactivatable precursors of these diazenyl radicals. The resulting azaderivatives are potentially bioactive compounds as well

  本文提出了在可见光照射下烯醇甲硅烷基醚的二氮烯基化的通用方案。该反应基于氮基（二氮烯基）与烯醇甲硅烷基醚的未充分利用的反应。芳偶氮砜用作这些二氮烯基自由基的可光活化的前体。将所得azaderivatives是潜在的生物活性化合物，以及用于合成的起始原料Ñ含杂环。
• Predominance of 2-arylhydrazones of 1,3-diphenylpropane-1,2,3-trione over its proton-transfer products
  作者：Ryszard Gawinecki、Erkki Kolehmainen、Henryk Janota、Reijo Kauppinen、Maija Nissinen、Borys O?mia?owski

  DOI：10.1002/poc.435

  日期：2001.11

  substituent effect is transmitted effectively only to the hydrazone nitrogen and hydrogen atoms. Ab initio calculations show that the ketohydrazone tautomer is really very much favoured over its proton-transfer products in chloroform solution. The same tautomer was also detected in the crystal state by X-ray crystallography. Copyright © 2001 John Wiley & Sons, Ltd.

  通过15 N NMR化学位移在氯仿溶液中检测到1,3-二苯基-1,2,3-三酮的2-苯hydr是主要的互变异构形式。苯hydr部分中的取代基不影响该互变异构偏好。取代基效应仅有效地传递至的氮和氢原子。从头算计算表明，酮hydr互变异构体确实比氯仿溶液中的质子转移产物更受青睐。还通过X射线晶体学在晶体状态下检测到相同的互变异构体。版权所有©2001 John Wiley＆Sons，Ltd.
• Pyridine‐Catalysed Desulfonylative Addition of β‐Diketones to Arylazosulfones via Diaziridine Rearrangement
  作者：Xin Ji、Ling‐Guo Meng、Hailong Xu、Lei Wang

  DOI：10.1002/adsc.202001171

  日期：2021.2.16

  pyridine‐catalysed desulfonylative addition of β‐diketones to arylazosulfones was developed to obtain diazenyl β‐dicarbonyl compounds. The aryldiazenyl group was observed in the desired product from arylazosulfones, and this diazenylation reaction was achieved via a possible rearrangement process based on diaziridine ring cleavage. The scope of the protocol was investigated and a plausible mechanism was

  开发了吡啶催化的β-二酮向芳基偶氮砜的脱磺酰基加成反应，以获得二氮烯基β-二羰基化合物。在所需的芳基偶氮砜产物中观察到芳基二氮烯基，该二氮烯基化反应是通过基于二氮丙啶环裂解的可能的重排过程实现的。研究了协议的范围，并给出了合理的机制。
• Stability constants, structure and thermogravimetric analysis of La(III) complexes with some arylhydrazones of benzoylacetone and dibenzoylmethane
  作者：M.M. Khater、Y.M. Issa、A.L. El-Ansary、H.A. Mohamed

  DOI：10.1016/0040-6031(89)85267-0

  日期：1989.9

  Abstract The successive stability constants of La(III) with some arylhydrazones of benzylacetone (BAAH) and dibenzoylmethane (DBMAH) have been determined potentiometrically following the Bjerrum pH-metric titration. The stability constants of the metal chelates are correlated to the Hammett substituent constant (σ x ) and to the molecular structure. The structures of the complexes have been assigned on

  摘要 La(III) 与一些苄基丙酮 (BAAH) 和二苯甲酰甲烷 (DBMAH) 的芳基腙的连续稳定性常数已在 Bjerrum pH 计量滴定后通过电位测定法确定。金属螯合物的稳定性常数与哈米特取代基常数 (σ x ) 和分子结构相关。基于元素分析、红外光谱、核磁共振光谱和热重分析 (TG) 确定了配合物的结构。发现除了 OH - 基团之外，还通过 -NH 和 β-二酮的一个羰基发生螯合。配位数范围从 6 到 8，这是通过热重分析确认的。建议结构式。
• Jain, Rajeev; Malik, Wahid U., Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1983, vol. 22, # 4, p. 331 - 332
  作者：Jain, Rajeev、Malik, Wahid U.

  DOI：——

  日期：——