4,6-dichloro-5,7-dinitrobenzofurazan | 944783-50-0

• 英文名称: 4,6-dichloro-5,7-dinitrobenzofurazan
• 英文别名: 5,7-dichloro-4,6-dinitrobenzofurazane；4,6-dichloro-5,7-dinitro-2,1,3-benzoxadiazole
• CAS: 944783-50-0
• 化学式: C₆Cl₂N₄O₅
• 分子量: 278.996
• InChiKey: XYJWLNZUKYKJOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  131
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4,6-dichloro-5,7-dinitrobenzofurazan 、 二苄胺 以 乙醚 、 乙醇 为溶剂， 反应 336.0h， 以65%的产率得到6-benzylamino-4-dibenzylamino-5,7-dinitro-2,1,3-benzoxadiazole
  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

• Reactions of 5,7-Dichloro-4,6-dinitrobenzofuroxane and -furazane with Triphenylphosphine
  作者：I. V. Galkina、E. V. Tudrii、E. A. Berdnikov、L. M. Yusupova、F. S. Levinson、D. B. Krivolapov、I. A. Litvinov、R. A. Cherkasov、V. I. Galkin

  DOI：10.1134/s1070428012050156

  日期：2012.5

  Reactions of 5,7-dichloro-4,6-dinitrobenzofuroxane and 5,7-dichloro-4,6-dinitrobenzofurazane with triphenylphosphine proceed through a nucleophilic aromatic substitution of chlorine and nitro groups in the sixmembered ring of the heterocycles. The structure of the phosphorylation products was established from the IR, 31P NMR, and mass spectra and from XRD and elemental analysis. Schemes of the routes

  5，7-二氯-4，6-二硝基苯并呋喃烷和5，7-二氯-4，6-二硝基苯并呋喃烷与三苯基膦的反应是通过杂环六元环中氯和硝基的亲核芳族取代进行的。磷酸化产物的结构由IR，31 P NMR和质谱以及XRD和元素分析确定。讨论了磷酸化途径的方案。