2,3-二苯胺基-1,4-二苯基丁烷-1,4-二酮 | 66749-87-9

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 中文名称: 2,3-二苯胺基-1,4-二苯基丁烷-1,4-二酮
• 英文名称: 1,4-diphenyl-2,3-diphenylaminobutane-1,4-dione
• 英文别名: 2,3-Dianilino-1,4-diphenylbutane-1,4-dione
• CAS: 66749-87-9
• 化学式: C₂₈H₂₄N₂O₂
• 分子量: 420.511
• InChiKey: NJRURWIXTBPPNU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,3-二苯胺基-1,4-二苯基丁烷-1,4-二酮 在 水 、 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 5.5h， 以77%的产率得到(Z)-1,4-diphenyl-2-(phenylamino)but-2-ene-1,4-dione
  参考文献：
  名称：

  (Z)-1,4-Diphenyl-2-phenylamino-2-butene-1,4-dione: Synthesis and Mechanizm of Formation

  摘要：

  Heating of 1-phenyl-2-(phenylamino)ethanone in a water-ethanol solution of potassium carbonate gave rise to (Z)-1,4-diphenyl-2-phenylamino-2-butene-1,4-dione; it formed most probably by reaction of the initial aminoketone with its oxidation product, 1-phenyl-2-(phenylimino)ethanone.

  DOI：

  10.1023/b:rujo.0000043716.91339.ea
• 作为产物：
  描述：

  苯基丙醇水合物 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 60.0h， 生成 2,3-二苯胺基-1,4-二苯基丁烷-1,4-二酮
  参考文献：
  名称：

  (Z)-1,4-Diphenyl-2-phenylamino-2-butene-1,4-dione: Synthesis and Mechanizm of Formation

  摘要：

  Heating of 1-phenyl-2-(phenylamino)ethanone in a water-ethanol solution of potassium carbonate gave rise to (Z)-1,4-diphenyl-2-phenylamino-2-butene-1,4-dione; it formed most probably by reaction of the initial aminoketone with its oxidation product, 1-phenyl-2-(phenylimino)ethanone.

  DOI：

  10.1023/b:rujo.0000043716.91339.ea

文献信息

• Nickel-Catalyzed Oxidative Cyclotrimerization of α-Amino Ketones: Selective Synthesis of Pyrazoles
  作者：Jian-Nan Xiang、Jin-Heng Li、Ri-Yuan Tang、Xiao-Kang Guo、Ming Hu、Zhi-Qiang Wang

  DOI：10.1055/s-0033-1340014

  日期：——

  A new strategy for the synthesis of 3-methylene-2,3-dihydro-1 H -pyrazoles is presented by Ni-catalyzed oxidative cyclotrimerization of α-amino ketones. This unprecedented method allows three α-amino ketones to undergo sequential multiple deprotonations and deamination through two C–C bonds and one N–N bond formation cascade.

  通过Ni催化的α-氨基酮氧化环三聚反应，提出了一种合成3-亚甲基-2,3-二氢-1H-吡唑的新策略。这种前所未有的方法允许三个 α-氨基酮通过两个 C-C 键和一个 N-N 键形成级联进行连续多次去质子化和脱氨基。
• An efficient triethyl phosphite-promoted one-pot synthesis of vicinal diamines from arylglyoxals and aniline derivatives
  作者：Nasim Tajaddini、Mohammad Anary-Abbasinejad、Marziyeh Mohammadi

  DOI：10.1016/j.tetlet.2023.154678

  日期：2023.9

  An effective protocol for synthesis of some new vicinal diamine derivatives is reported through a one-pot reaction between arylglyoxals and aniline derivatives promoted by triethyl phosphite as a reductive coupling reagent. All reactions were conducted in ethanol as solvent at room temperature and the stable solid products were obtained by simple filtering off the precipitated solids in high yields

  报道了通过亚磷酸三乙酯作为还原偶联试剂促进芳基乙二醛和苯胺衍生物之间的一锅反应合成一些新的邻位二胺衍生物的有效方案。所有反应均在室温下以乙醇为溶剂进行，通过简单滤除沉淀的固体以高收率获得稳定的固体产物。所有产物的结构均通过1 H 和13 C NMR、IR 光谱和元素分析数据得到证实。