5,6-dimethoxybenzofuroxan | 116776-71-7

• 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: 5,6-dimethoxybenzofuroxan
• 英文别名: 5,6-Dimethoxy-2,1,3-benzoxadiazole 1-oxide；5,6-dimethoxy-3-oxido-2,1,3-benzoxadiazol-3-ium
• CAS: 116776-71-7
• 化学式: C₈H₈N₂O₄
• 分子量: 196.163
• InChiKey: UVTSLZZEXBCDKE-UHFFFAOYSA-N

物化性质

• 熔点：
  191-193 °C
• 沸点：
  313.3±45.0 °C(Predicted)
• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  70
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5,6-dimethoxybenzofuroxan 在 硝酸 、 溶剂黄146 作用下， 反应 1.0h， 以43%的产率得到5,6-dimethoxy-4-nitro-2,1,3-benzoxadiazole 1-oxide
  参考文献：
  名称：

  Takakis, Ioannis M.; Hadjimihalakis, Phaedon M., Journal of Heterocyclic Chemistry, 1992, vol. 29, # 1, p. 121 - 122

  摘要：

  DOI：
• 作为产物：
  描述：

  4,5-Difluoro-2-nitrophenyl azide 在 sodium 作用下， 以 溶剂黄146 为溶剂， 反应 1.0h， 生成 5,6-dimethoxybenzofuroxan
  参考文献：
  名称：

  5(6)-Fluoro-6(5)-R-benzofuroxans: synthesis and NMR , and studies

  摘要：

  5(6)-Fluoro-6(5)-substituted benzofuroxans were obtained by the reactions of 5,6-difluorobenzofuroxan with a number of nucleophiles, such as alkylamines, cycloalkylimines, sodium azide and sodium alkoxides. The features of tautomerism in the series of asymmetrical 5(6)-fluorobenzofuroxans in acetone solutions have been studied by H-1, C-13 and F-19 NMR. (C) 2003 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2003.11.011

文献信息

• Method of Synthesizing Quinoxaline Derivative by Microwave Irradiation
  申请人：Takabatake Toru

  公开号：US20090048445A1

  公开（公告）日：2009-02-19

  There is disclosed a method of synthesizing a quinoxaline derivative in which toxicity, corrosiveness and permeation are low and which is excellent in safety and which attains a reduced reaction time, a greatly improved yield and excellent economical efficiency. The object is achieved by a method of synthesizing a quinoxaline derivative which comprises adsorbing a benzofuroxan derivative and a β-diketone derivative on a solid support, and then heating the derivatives in a solid state by microwave irradiation to dehydrocyclize them.

  公开了一种合成喹啉衍生物的方法，其中毒性、腐蚀性和渗透性低，安全性优秀，并且实现了减少反应时间、大幅提高产率和优异的经济效益。该方法通过在固体支撑物上吸附苯并呋喃酸衍生物和β-二酮衍生物，然后通过微波辐射加热这些衍生物的固态形式来脱氢环化，从而实现目标。
• Silica Gel Catalyzed Synthesis of Quinoxaline 1,4-Dioxides under Solvent-Free Conditions Using Microwave Irradiation
  作者：Tohru Takabatake、Yusuke Sumiyoshi、Hiroaki Saito、Shinichi Miyairi

  DOI：10.3987/com-08-11588

  日期：——

  We report on the simple and quick synthesis of quinoxaline 1,4-dioxides in solvent-free conditions under microwave irradiation. Heating of various benzofuroxans and beta-ketoesters or 1,3-diketones adsorbed on silica gel in a microwave oven for two minutes affords diverse biologically attractive quinoxaline 1,4-dioxides in high to excellent yields. Silica gel functions not only as support using microwave but also as catalyst and dehydration reagent.
• Eswaran, S. V.; Sajadian, S. K., Journal of Heterocyclic Chemistry, 1988, vol. 25, p. 803 - 806
  作者：Eswaran, S. V.、Sajadian, S. K.

  DOI：——

  日期：——
• Reaction of tetranitrodibenzo-18-crown-6 with sodium alkoxides
  作者：�. I. Ivanov、A. A. Polishchuk、S. M. Avraamov、R. Yu. Ivanova

  DOI：10.1007/bf00472613

  日期：1989.1
• Takakis, Ioannis M.; Hadjimihalakis, Phaedon M.; Tsantali, Georgia G., Journal of Heterocyclic Chemistry, 1992, vol. 29, # 1, p. 123 - 128
  作者：Takakis, Ioannis M.、Hadjimihalakis, Phaedon M.、Tsantali, Georgia G.、Pilini, Helena

  DOI：——

  日期：——