4-(3,3-diethyltriaz-1-en-1-yl)benzamide | 59708-14-4

• 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: 4-(3,3-diethyltriaz-1-en-1-yl)benzamide
• 英文别名: 4-[(1E)-3,3-Diethyltriaz-1-en-1-yl]benzamide；4-(diethylaminodiazenyl)benzamide
• CAS: 59708-14-4
• 化学式: C₁₁H₁₆N₄O
• 分子量: 220.274
• InChiKey: HDDUJHRLHPVFMW-UHFFFAOYSA-N

物化性质

• 沸点：
  363.1±44.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  71
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-氨基吗啉 、 4-(3,3-diethyltriaz-1-en-1-yl)benzamide 在 三氟化硼乙醚 、 二氧化硫 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以25%的产率得到4-(N-morpholinosulfamoyl)benzamide
  参考文献：
  名称：

  Catalytic conversion of aryl triazenes into aryl sulfonamides using sulfur dioxide as the sulfonyl source

  摘要：

  气态二氧化硫在三氮烯中被催化剂三氟化硼和氯化铜催化形成各种磺胺类化合物。

  DOI：

  10.1039/c4cc03481c
• 作为产物：
  描述：

  对氨基苯甲酰胺 、 二乙胺 在 盐酸 、 sodium nitrite 、 potassium carbonate 作用下， 以 水 为溶剂， 生成 4-(3,3-diethyltriaz-1-en-1-yl)benzamide
  参考文献：
  名称：

  Catalytic conversion of aryl triazenes into aryl sulfonamides using sulfur dioxide as the sulfonyl source

  摘要：

  气态二氧化硫在三氮烯中被催化剂三氟化硼和氯化铜催化形成各种磺胺类化合物。

  DOI：

  10.1039/c4cc03481c

文献信息

• Tumor inhibitory triazenes. 3. Dealkylation within an homologous series and its relation to antitumor activity
  作者：Derry E. V. Wilman、Peter J. Cox、Phyllis M. Goddard、Leigh I. Hart、Kanti Merai、David R. Newell

  DOI：10.1021/jm00373a011

  日期：1984.7

  The in vivo antitumor activity and in vitro metabolic dealkylation have been measured for an homologous series of 3-alkyl-1-(4-carbamoylphenyl)-3-methyltriazenes and have been compared with their partition coefficients. This investigation has shown that the extent of oxidative metabolism in vitro and the antitumor activity in vivo of these compounds are dependent upon hydrophobicity. These findings provide confirmation for the relationship between metabolism and antitumor activity for aryldialkyltriazenes.
• Catalytic conversion of aryl triazenes into aryl sulfonamides using sulfur dioxide as the sulfonyl source
  作者：Wanfang Li、Matthias Beller、Xiao-Feng Wu

  DOI：10.1039/c4cc03481c

  日期：——

  Gaseous sulfur dioxide was incorporated into triazenes to form various sulfonamides, catalyzed by boron trifluoride and copper chloride.

  气态二氧化硫在三氮烯中被催化剂三氟化硼和氯化铜催化形成各种磺胺类化合物。
• N₂ Extrusion and CO Insertion: A Novel Palladium-Catalyzed Carbonylative Transformation of Aryltriazenes
  作者：Wanfang Li、Xiao-Feng Wu

  DOI：10.1021/acs.orglett.5b00603

  日期：2015.4.17

  A novel procedure for the replacement of N-2 with CO of aryltriazenes has been developed. Aryltriazenes were converted to the corresponding arylamides catalyzed by 1 mol % of PdCl2/P(o-Tol)(3) under CO pressure. In this process, aryldiazonium salts were generated in the presence of 40 mol % of MeSO3H. Nitrogen was released from the substrates and CO formally inserted. Aryl bromides, iodides, alkynes, and free hydroxyl groups can be tolerated in this transformation.