2-(1H-benzo[d][1,2,3]triazol-1-yl)-1-morpholinoethanone | 93001-44-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: 2-(1H-benzo[d][1,2,3]triazol-1-yl)-1-morpholinoethanone
• 英文别名: 4-(benzo[1,2,3]triazol-1-yl-acetyl)-morpholine；(<1>Benztriazolyl)-essigsaeure-morpholid；2-(1H-benzotriazol-1-yl)-1-(morpholin-4-yl)ethanone；2-(benzotriazol-1-yl)-1-morpholin-4-ylethanone
• CAS: 93001-44-6
• 化学式: C₁₂H₁₄N₄O₂
• 分子量: 246.269
• InChiKey: PULPWUMGMKRDJW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  60.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  邻苯二甲酰氯 在 sodium percarbonate 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 5.0h， 生成 2-(1H-benzo[d][1,2,3]triazol-1-yl)-1-morpholinoethanone
  参考文献：
  名称：

  [3 + 2] Cycloadditions of Azides with Arynes via Photolysis of Phthaloyl Peroxide Derivatives

  摘要：

  Photolysis of phthaloyl peroxides yields arynes, which undergo [3 + 2] cycloadditions with azides. This reaction tolerates a variety of organic azides and phthaloyl peroxides and affords the corresponding benzotriazoles in moderate to good yields at room temperature.

  DOI：

  10.1021/acs.joc.5b00517

文献信息

• A Photoinduced, Benzyne Click Reaction
  作者：Adam W. Gann、Jon W. Amoroso、Vincent J. Einck、Walter P. Rice、James J. Chambers、Nathan A. Schnarr

  DOI：10.1021/ol500389t

  日期：2014.4.4

  The [3 + 2] cycloaddition of azides and alkynes has proven invaluable across numerous scientific disciplines for imaging, cross-linking, and site-specific labeling among many other applications. We have developed a photoinitiated, benzyne-based [3 + 2] cycloaddition that is tolerant of a variety of functional groups as well as polar, protic solvents. The reaction is complete on the minute time scale using a single equivalent of partner azide, and the benzyne photo-precursor is stable for months under ambient light at room tempurature. Herein we report the optimization and scope of the photoinitiated reaction as well as characterization of the cycloaddition products.
• [3 + 2] Cycloadditions of Azides with Arynes via Photolysis of Phthaloyl Peroxide Derivatives
  作者：Denghu Chang、Dan Zhu、Lei Shi

  DOI：10.1021/acs.joc.5b00517

  日期：2015.6.5

  Photolysis of phthaloyl peroxides yields arynes, which undergo [3 + 2] cycloadditions with azides. This reaction tolerates a variety of organic azides and phthaloyl peroxides and affords the corresponding benzotriazoles in moderate to good yields at room temperature.