N,N′-(4-methoxy-1,2-phenylene)dibenzamide | 4280-43-7

• 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: N,N′-(4-methoxy-1,2-phenylene)dibenzamide
• 英文别名: N,N'-Dibenzoyl-1,2-diamino-4-methoxybenzene；N,N'-(4-methoxy-o-phenylene)-bis-benzamide；N,N'-(4-Methoxy-o-phenylen)-bis-benzamid；3.4-Bis-benzamino-phenol-methylaether；3.4-Bis-benzamino-anisol；5-Methoxy-N,N'-dibenzoyl-o-phenylendiamin；n,n'-(4-Methoxybenzene-1,2-diyl)dibenzamide；N-(2-benzamido-4-methoxyphenyl)benzamide
• CAS: 4280-43-7
• 化学式: C₂₁H₁₈N₂O₃
• 分子量: 346.386
• InChiKey: SPJSTRVYPVIMFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N,N′-(4-methoxy-1,2-phenylene)dibenzamide 在 lead(IV) acetate 、 苯 作用下， 生成 1-acetoxy-2,3-bis-benzoylamino-5-methoxy-benzene
  参考文献：
  名称：

  Quinone Imides. XXXV. o-Quinonedibenzimides

  摘要：

  DOI：

  10.1021/ja01639a049
• 作为产物：
  描述：

  2-硝基-4-甲氧基苯胺 在 盐酸 、 tin 作用下， 生成 N,N′-(4-methoxy-1,2-phenylene)dibenzamide
  参考文献：
  名称：

  Meldola; Eyre, Journal of the Chemical Society, 1902, vol. 81, p. 993

  摘要：

  DOI：

文献信息

• Regioselective Synthesis of Trisubstituted Quinoxalines Mediated by Hypervalent Iodine Reagents
  作者：Yumiko Suzuki、Ren Takehara、Kasumi Miura、Ryota Ito、Noriyuki Suzuki

  DOI：10.1021/acs.joc.1c02087

  日期：2021.12.3

  A facile and regioselective synthesis of quinoxalines, an important motif in medicinal chemistry and materials sciences, was developed. Despite their prospective utility, the regioselective preparation of trisubstituted quinoxalines has not been previously established. In the reported system, hypervalent iodine reagents catalyzed the annulation between α-iminoethanones and o-phenylenediamines in a

  开发了一种简便的区域选择性合成喹喔啉，这是药物化学和材料科学中的一个重要基序。尽管它们具有预期用途，但以前尚未建立三取代喹喔啉的区域选择性制备。在报道的系统中，高价碘试剂以化学/区域选择性方式催化 α-亚氨基乙酮和邻苯二胺之间的环化反应，得到三取代的喹喔啉。使用[双(三氟乙酰氧基)碘]苯和[双(三氟乙酰氧基)碘]五氟苯作为环化催化剂实现了优异的区域选择性（6:1 至 1:0）。
• A novel palladium-catalyzed synthesis of 2-arylbenzimidazoles
  作者：Robert J. Perry、B. David Wilson

  DOI：10.1021/jo00077a019

  日期：1993.12

  A new method for the preparation of 2-arylbenzimidazoles based on the palladium-catalyzed carbonylation, coupling, and cyclization of haloaromatics and o-phenylenediamines is described. Reactions were run in DMAc at 145-degrees-C for 18 h, under 95 psig CO, with 1.5 mol % PdCl2L2 as catalyst and in the presence of 1.2 equiv of 2,6-lutidine to give 70-98% yield of desired products. This route is tolerant of a variety of functional groups and nicely complements the classical route where the desired benzoic acid derivatives are unavailable. The selection of an appropriate base is crucial for the formation of 2-arylbenzimidazoles. Intermolecular bis-acylation to form bisamides occurs if the base is too strong. Weak bases allow side reactions with amide solvents to occur, leading to substituted benzamides and alkyl benzimidazoles.
• Okazaki, Yuki Gosei Kagaku Kyokaishi, 1955, vol. 13, p. 228,229
  作者：Okazaki

  DOI：——

  日期：——