4,5-diamino-1,2-bis(2,2-dimethylpropionamido)benzene | 1049784-67-9

• 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: 4,5-diamino-1,2-bis(2,2-dimethylpropionamido)benzene
• 英文别名: 4,5-diamino-1,2-bis(2,2-dimethylpropanamido)benzene；N-[4,5-diamino-2-(2,2-dimethylpropanoylamino)phenyl]-2,2-dimethylpropanamide
• CAS: 1049784-67-9
• 化学式: C₁₆H₂₆N₄O₂
• 分子量: 306.408
• InChiKey: WBRZJJTVUZRCMQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  110
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,5-diamino-1,2-bis(2,2-dimethylpropionamido)benzene 在 lithium aluminium tetrahydride 、 硫酸 作用下， 以 四氢呋喃 为溶剂， 生成 1,2-di(ethylamino)-4,5-di(neopentylamino)benzene
  参考文献：
  名称：

  Synthesis and Characterization of Rigid Ditopic N-Heterocyclic Benzobisgermylenes and -stannylenes

  摘要：

  A rigid ditopic benzobisgermylene, 4a, was prepared by the reaction of the 1,2,4,5-tetra(alkylamine)benzene 3a and Ge[N(SiMe3)(2)](2). The analogous reaction of two 1,2,4,5-tetra-(alkylamine)benzenes, 3b,c, with Sn[N(SiMe3)(2)](2) led to the oxidation of the tetramine ligand and formation of N-alkyl-2-(alkylamine)-N'-alkyl-5-(alkylamine)-1,4-benzoquinonediimines (5b,c) and tin(0). The p-benzoquinonediimines 5b,c subsequently react with remaining Sn[N(SiMe3)(2)](2) to yield distannylene complexes of type [N-alkyl-2-(alkylamino)-N'-alkyl-5-(alkylamino)-1,4-benzoquinonediimine]di[bis-(trimethylsilyl)aminotin(II)] (6b,c). The 2,5-di(alkylamine)-1,4-benzoquinonediimines 5b,c can also be obtained directly by aerial oxidation of the 1,2,4,5-tetrakis(alkylamine)benzenes 3b,c. They react with two equivalents of Sn[N(SiMe3)(2)](2) also under transmetalation and formation of [N-alkyl-2-(alkylamino)-N'-alkyl-5-(alkylamino)-1,4-benzoquinonediimine]di[bis(trimethylsilyl)aminotin(II)] (6b,c). The molecular structures of 3b, 4a, 6b, and 6c have been established by X-ray diffraction.

  DOI：

  10.1021/om3000604
• 作为产物：
  描述：

  1,2-bis(2,2-dimethylpropanamido)-4,5-nitrobenzene 在 SnCl₂*H₂O 作用下， 以 甲醇 为溶剂， 反应 17.0h， 以80%的产率得到4,5-diamino-1,2-bis(2,2-dimethylpropionamido)benzene
  参考文献：
  名称：

  羰基酰胺的选择性还原：走向第一个不对称双螯合 N-取代的 1,2-二氨基-4,5-二氨基苯

  摘要：

  从关键的四酰胺中间体 12 选择性还原羰基酰胺提供了前所未有的 N-取代的 1,2-二氨基-4,5-二氨基苯 (13) 和/或不对称 12π-电子醌二亚胺新家族的第一成员 (14)。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

  DOI：

  10.1002/ejoc.200800087

文献信息

• 1,3-Alternate Tetraamido-Azacalix[4]arenes as Selective Anion Receptors
  作者：Gabriel Canard、Judicaelle Andeme Edzang、Zhongrui Chen、Matthieu Chessé、Mourad Elhabiri、Michel Giorgi、Olivier Siri

  DOI：10.1002/chem.201505089

  日期：2016.4.11

  prepared according to two distinct synthetic strategies that depend on the connection pattern between the aryl units. NMR experiments combined with the X‐ray structures of two tetraamide derivatives 4 b and 10 show that these cavitands adopt a 1,3‐alternate conformation both in solution and in the solid state. Consequently, the four amide groups of the aza[1.1.1.1]‐m,m,m,m‐cyclophane isomer 10 can

  根据两种不同的合成策略（取决于芳基单元之间的连接方式），制备了六个带有外围酰胺基的四氮杂[1.1.1.1]环烷衍生物。NMR实验与两种四酰胺衍生物4b和10的X射线结构相结合表明，这些空洞在溶液和固态下均具有1,3-交替构象。因此，氮杂[1.1.1.1] -m，m，m，m-环烷异构体10的四个酰胺基可以促进对中性水分子或阴离子客体的相同识别过程。NMR实验，质谱分析和单晶X射线结构证实了该受体的阴离子结合能力。在非极性溶剂中的吸收分光光度滴定为卤化物系列中10个氯离子的选择性提供了证据，相应的缔合常数K a达到2.5×10 6  m -1。
• Selective Reduction of Carbonyl Amides: Toward the First Unsymmetrical BischelatingN-Substituted 1,2-Diamino-4,5-di­amidobenzene
  作者：Claire Seillan、Pierre Braunstein、Olivier Siri

  DOI：10.1002/ejoc.200800087

  日期：2008.6

  Selective reduction of carbonyl amides from key tetraamido intermediate 12 afforded an unprecedented N-substituted 1,2-diamino-4,5-diamidobenzene (13) and/or the firstmember (14) of a new family of unsymmetrical 12π-electron quinonediimines. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

  从关键的四酰胺中间体 12 选择性还原羰基酰胺提供了前所未有的 N-取代的 1,2-二氨基-4,5-二氨基苯 (13) 和/或不对称 12π-电子醌二亚胺新家族的第一成员 (14)。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
• Synthesis and Characterization of Rigid Ditopic N-Heterocyclic Benzobisgermylenes and -stannylenes
  作者：Sergei Krupski、Julia V. Dickschat、Alexander Hepp、Tania Pape、F. Ekkehardt Hahn

  DOI：10.1021/om3000604

  日期：2012.3.12

  A rigid ditopic benzobisgermylene, 4a, was prepared by the reaction of the 1,2,4,5-tetra(alkylamine)benzene 3a and Ge[N(SiMe3)(2)](2). The analogous reaction of two 1,2,4,5-tetra-(alkylamine)benzenes, 3b,c, with Sn[N(SiMe3)(2)](2) led to the oxidation of the tetramine ligand and formation of N-alkyl-2-(alkylamine)-N'-alkyl-5-(alkylamine)-1,4-benzoquinonediimines (5b,c) and tin(0). The p-benzoquinonediimines 5b,c subsequently react with remaining Sn[N(SiMe3)(2)](2) to yield distannylene complexes of type [N-alkyl-2-(alkylamino)-N'-alkyl-5-(alkylamino)-1,4-benzoquinonediimine]di[bis-(trimethylsilyl)aminotin(II)] (6b,c). The 2,5-di(alkylamine)-1,4-benzoquinonediimines 5b,c can also be obtained directly by aerial oxidation of the 1,2,4,5-tetrakis(alkylamine)benzenes 3b,c. They react with two equivalents of Sn[N(SiMe3)(2)](2) also under transmetalation and formation of [N-alkyl-2-(alkylamino)-N'-alkyl-5-(alkylamino)-1,4-benzoquinonediimine]di[bis(trimethylsilyl)aminotin(II)] (6b,c). The molecular structures of 3b, 4a, 6b, and 6c have been established by X-ray diffraction.