4,6-bis(dibenzylamino)-5,7-dinitro-2,1,3-benzoxadiazole 1-oxide | 1436865-33-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶二唑类
• 英文名称: 4,6-bis(dibenzylamino)-5,7-dinitro-2,1,3-benzoxadiazole 1-oxide
• 英文别名: 4,6-Bis(dibenzylamino)-5,7-dinitrobenzofuroxan；5-N,5-N,7-N,7-N-tetrabenzyl-4,6-dinitro-3-oxido-2,1,3-benzoxadiazol-3-ium-5,7-diamine
• CAS: 1436865-33-6
• 化学式: C₃₄H₂₈N₆O₆
• 分子量: 616.633
• InChiKey: TZRHCJOKDKYQIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  46
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  150
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  4,6-dichloro-5,7-dinitrobenzofuroxan 、 二苄胺 以 乙醚 、 乙醇 为溶剂， 反应 336.0h， 以67%的产率得到4,6-bis(dibenzylamino)-5,7-dinitro-2,1,3-benzoxadiazole 1-oxide
  参考文献：
  名称：

  Synthesis, structure, and antibacterial activity of aminobenzofuroxan and aminobenzofurazan

  摘要：

  The amination of 4,6-dichloro-5,7-dinitrobenzofuroxan and 4,6-dichloro-5,7-dinitrobenzofurazan with dibenzylamine followed the aromatic nucleophilic substitution pattern (SNAr) and gave products of replacement of both chlorine atoms in the six-membered ring with elimination of hydrogen chloride. Regardless of the reactant ratio, 4,6-dichloro-5,7-dinitrobenzofuroxan was converted into 4,6-bis(dibenzylamino)-5,7-dinitrobenzofuroxan, whereas 4,6-dichloro-5,7-dinitrobenzofurazan under analogous conditions gave rise to unusual bisammonium derivative which lost proton from the amino group on C-4 and benzyl group from the amino group on C-6; as a result, the corresponding diamine with secondary and tertiary nitrogen atoms was obtained. The structure of the isolated compounds was determined by IR and NMR spectroscopy, elemental analysis, and X-ray analysis; their thermal stability was studied by simultaneous thermogravimetry and differential scanning calorimetry.

  DOI：

  10.1134/s1070428013040167

文献信息

• Synthesis, structure, and antibacterial activity of aminobenzofuroxan and aminobenzofurazan
  作者：I. V. Galkina、G. L. Takhautdinova、E. V. Tudrii、L. M. Yusupova、I. F. Falyakhov、O. K. Pozdeev、M. P. Shulaeva、L. V. Kipenskaya、V. G. Sakhibullina、D. B. Krivolapov、I. A. Litvinov、V. I. Galkin、R. A. Cherkasov

  DOI：10.1134/s1070428013040167

  日期：2013.4

  The amination of 4,6-dichloro-5,7-dinitrobenzofuroxan and 4,6-dichloro-5,7-dinitrobenzofurazan with dibenzylamine followed the aromatic nucleophilic substitution pattern (SNAr) and gave products of replacement of both chlorine atoms in the six-membered ring with elimination of hydrogen chloride. Regardless of the reactant ratio, 4,6-dichloro-5,7-dinitrobenzofuroxan was converted into 4,6-bis(dibenzylamino)-5,7-dinitrobenzofuroxan, whereas 4,6-dichloro-5,7-dinitrobenzofurazan under analogous conditions gave rise to unusual bisammonium derivative which lost proton from the amino group on C-4 and benzyl group from the amino group on C-6; as a result, the corresponding diamine with secondary and tertiary nitrogen atoms was obtained. The structure of the isolated compounds was determined by IR and NMR spectroscopy, elemental analysis, and X-ray analysis; their thermal stability was studied by simultaneous thermogravimetry and differential scanning calorimetry.