1,2-bis(2-cyanophenyl)diazene oxide | 1885-69-4

• 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: 1,2-bis(2-cyanophenyl)diazene oxide
• 英文别名: 2.2'-Dicyan-azoxybenzol；2,2'-Dicyano-azoxybenzol；(2-Cyanophenyl)-(2-cyanophenyl)imino-oxidoazanium
• CAS: 1885-69-4
• 化学式: C₁₄H₈N₄O
• 分子量: 248.244
• InChiKey: PDEBMCVHUOKCCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  88.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,2-bis(2-cyanophenyl)diazene oxide 在 盐酸 作用下， 生成 5-oxy-dibenzo[c,h][1,2,6]triazonyne-11,13-dione
  参考文献：
  名称：

  Pinnow; Mueller, Chemische Berichte, 1895, vol. 28, p. 157

  摘要：

  DOI：
• 作为产物：
  描述：

  2-硝基苯甲腈 以 异丙醇 为溶剂， 以12 %的产率得到1,2-bis(2-cyanophenyl)diazene oxide
  参考文献：
  名称：

  通过硝基芳烃同源偶联直接光化学合成偶氮苯

  摘要：

  我们报告了一种直接光化学方法，用于从硝基苯构件中一锅法、无催化剂和无添加剂地合成偶氮基苯和取代的偶氮基衍生物。该反应在室温和空气下进行，可应用于具有广泛取代基的基材。衍生自对位和间位取代硝基苯的产品的产率通常很好，而空间位阻的邻位取代底物则不那么富有成效。在某些情况下观察到生成的偶氮基苯的光化学 Wallach 重排为邻-羟基偶氮基苯，在选定的邻-卤代硝基苯。总体而言，该方法为高附加值的偶氮苯产品提供了一条高效、绿色的途径。

  DOI：

  10.1039/d2ob01247b

文献信息

• Synthesis of Azoxybenzenes by Reductive Dimerization of Nitrosobenzene
  作者：Yu-Feng Chen、Jing Chen、Li-Jen Lin、Gary Jing Chuang

  DOI：10.1021/acs.joc.7b01887

  日期：2017.11.3

  Herein we report an effective and simple preparation method of substituted azoxybenzenes by reductive dimerization of nitrosobenzenes. This procedure requires no additional catalyst/reagent and can be applied to substrates with a wide range of substitution patterns.

  在本文中，我们报道了通过亚硝基苯的还原二聚作用制备取代的乙氧基苯的有效而简单的方法。该程序不需要额外的催化剂/试剂，并且可以应用于具有广泛取代模式的底物。
• Continuous Flow Synthesis of Azoxybenzenes by Reductive Dimerization of Nitrosobenzenes with Gel‐Bound Catalysts
  作者：Carsten J. Schmiegel、Patrik Berg、Franziska Obst、Roland Schoch、Dietmar Appelhans、Dirk Kuckling

  DOI：10.1002/ejoc.202100006

  日期：2021.3.19

  In search for a new synthetic pathway for azoxybenzenes with different substitution patterns, an approach using a microfluidic reactor with gel‐bound proline organocatalysts under continuous flow inside a microfluidic device is presented.

  为了寻找具有不同取代方式的乙氧基苯的新合成途径，提出了一种在微流体装置内连续流动下使用带有凝胶结合的脯氨酸有机催化剂的微流体反应器的方法。
• Reissert; Grube, Chemische Berichte, 1909, vol. 42, p. 3712
  作者：Reissert、Grube

  DOI：——

  日期：——
• Midazolam premedication reduces propofol requirements for sedation during regional anesthesia
  作者：Masashi Nakagawa、Tadanori Mammoto、Ayako Hazama、Takashi Kita、Tetsuya Akamatsu、Noriko Kambara、Toshiko Sakai、Yoshihiko Kishi

  DOI：10.1007/bf03020731

  日期：2000.1

  Purpose: Propofol is often used for sedation during spinal anesthesia. We investigated the effects of midazolam premedication on the propofol requirements and incidence of complications during sedation.Methods: In a prospective randomized, controlled, and single-blinded study, 50 patients undergoing elective gynecological surgery were randomly divided into control and midazolam groups. Patients in the midazolam group received 2 mg midazolam im 30 min before arrival at the operation room. After spinal anesthesia was instituted with intrathecal injection of hyperbaric tetracaine, we provided sedation using continuous infusion of propofol, The level of sedation was controlled at a level between "eyes closed but reusable to command" and "eyes closed but reusable to mild physical stimulation" by adjusting the infusion rate. During sedation, the propofol requirements and complications were recorded and patients were asked, two hours after the end of operation, whether they remembered intraoperative events.Results: In the midazolam group, the loading dose, steady state infusion rate, and overall infusion rate of propofol were 0.74 mg.kg(-1), 2.86 mg.kg(-1).hr(-1), and 3.32 mg.kg(-1).hr(-1), respectively, which were about 17% lower than those in the control group (P < 0.05). Moreover, midazolam premedication reduced the incidence of intraoperative memory (P < 0.05), but had no effects on other complications.Conclusion: Midazolam premedication reduced propofol requirements and the incidence of intraoperative memory during sedation, These effects on sedation using propofol during spinal anesthesia are considered beneficial for patients.