N-{2-[(3,5-di-tert-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)amino]phenyl}-1-phenylmethanesulfonamide | 409304-33-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: N-{2-[(3,5-di-tert-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)amino]phenyl}-1-phenylmethanesulfonamide
• 英文别名: 4-[[2-(benzylsulfonylamino)phenyl]imino]-2,6-di-tert-butyl-2,5-cyclohexadien-1-one；4-[o-(Benzylsulfonyl-amino)phenylimino]-2,6-di-t-butyl-2,5-cyclohexadi-enone；N-[2-[(3,5-ditert-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)amino]phenyl]-1-phenylmethanesulfonamide
• CAS: 409304-33-2
• 化学式: C₂₇H₃₂N₂O₃S
• 分子量: 464.629
• InChiKey: MPIGALKHTBXWMZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  84
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  对硝基溴化苄 、 N-{2-[(3,5-di-tert-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)amino]phenyl}-1-phenylmethanesulfonamide 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 以56%的产率得到N-[o-(3,5-di-tert-butyl-4-oxo-2,5-cyclohexadienylideneamino)phenyl]-N-(p-nitrobenzyl)phenylmethanesulfonamide
  参考文献：
  名称：

  摘要：

  A new procedure was proposed for synthesis of quinoxaline derivatives by N-alkylation of 2,6-di-tert-butyl-4-(o-R-sulfonylaminophenylimino)-2,5-cyclohexadienones and subsequent intramolecular spiro-cyclization. A necessary condition for the reaction to occur is a high mobility of hydrogen in the N-methylene group, which is activated by electron-acceptor aroyl or two ethoxycarbonyl groups.

  DOI：

  10.1023/a:1012399922502
• 作为产物：
  描述：

  苄磺酰氯 在 吡啶 作用下， 以 四氢呋喃 、 异丙醇 为溶剂， 反应 9.0h， 生成 N-{2-[(3,5-di-tert-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)amino]phenyl}-1-phenylmethanesulfonamide
  参考文献：
  名称：

  摘要：

  A new procedure was proposed for synthesis of quinoxaline derivatives by N-alkylation of 2,6-di-tert-butyl-4-(o-R-sulfonylaminophenylimino)-2,5-cyclohexadienones and subsequent intramolecular spiro-cyclization. A necessary condition for the reaction to occur is a high mobility of hydrogen in the N-methylene group, which is activated by electron-acceptor aroyl or two ethoxycarbonyl groups.

  DOI：

  10.1023/a:1012399922502

文献信息

• <i>N</i>-{2-[(3,5-Di-<i>tert</i>-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)amino]phenyl}-<i>N</i>-(5,7-dinitroquinolin-8-yl)-1-phenylmethanesulfonamide: the nature of intramolecular shortened contacts
  作者：Oleg Ya. Borbulevych、Sergey V. Kurbatov、Sergey N. Borisenko、Lev P. Olekhnovich

  DOI：10.1107/s0108270104003439

  日期：2004.4.15

  The title compound, C36H35N5O7S, is found to exist in a nonspirocyclic (ring-opened) form in the crystal, although equilibrium of ring-opened and ring-closed forms ( or so-called ring - chain isomerization) is possible in solution. The 4-oxocyclohexa-2,5-diene ring has a flattened sofa conformation. The N...C intramolecular separation of the atoms which would be directly bonded in a ring-closed form is quite short [2.813 (5) Angstrom]. Topological analysis of charge density based on density-functional-theory calculations was used for consideration of shortened intramolecular contacts and indicates a strong attractive bonding interaction between these N and C atoms in the crystal structure.
• ——
  作者：S. V. Kurbatov、N. I. Vikrishchuk、V. I. Simakov、D. N. Kuznetsov、Yu. A. Zhdanov、L. P. Olekhnovich

  DOI：10.1023/a:1012399922502

  日期：——

  A new procedure was proposed for synthesis of quinoxaline derivatives by N-alkylation of 2,6-di-tert-butyl-4-(o-R-sulfonylaminophenylimino)-2,5-cyclohexadienones and subsequent intramolecular spiro-cyclization. A necessary condition for the reaction to occur is a high mobility of hydrogen in the N-methylene group, which is activated by electron-acceptor aroyl or two ethoxycarbonyl groups.