(Z)-2-(1-methyl-2-oxoindolin-3-ylidene)-2-(1H-tetrazol-5-yl)acetonitrile | 1357490-68-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (Z)-2-(1-methyl-2-oxoindolin-3-ylidene)-2-(1H-tetrazol-5-yl)acetonitrile
• 英文别名: (2Z)-2-(1-methyl-2-oxoindol-3-ylidene)-2-(2H-tetrazol-5-yl)acetonitrile
• CAS: 1357490-68-6
• 化学式: C₁₂H₈N₆O
• 分子量: 252.235
• InChiKey: OAMUKUBZFWUUPQ-NTMALXAHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  98.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-甲基靛红 、 丙二腈 在 sodium azide 作用下， 以 水 为溶剂， 反应 30.0h， 以67%的产率得到(Z)-2-(1-methyl-2-oxoindolin-3-ylidene)-2-(1H-tetrazol-5-yl)acetonitrile
  参考文献：
  名称：

  Catalyst-free, aqueous and highly diastereoselective synthesis of new 5-substituted 1H-tetrazoles via a multi-component domino Knoevenagel condensation/1,3 dipolar cycloaddition reaction

  摘要：

  An approach for the synthesis of new 5-substituted-tetrazoles via multi-component domino Knoevenagel condensation/1,3 dipolar cycloaddition reaction of carbonyl compounds, malononitrile and sodium azide in water without assistance of any catalyst has been reported. This general protocol provides a wide variety of 5-substituted 1H-tetrazoles in good yields under mild reaction conditions. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.12.044

文献信息

• Catalyst-free, aqueous and highly diastereoselective synthesis of new 5-substituted 1H-tetrazoles via a multi-component domino Knoevenagel condensation/1,3 dipolar cycloaddition reaction
  作者：Zeinab Noroozi Tisseh、Minoo Dabiri、Mohsen Nobahar、Hamid Reza Khavasi、Ayoob Bazgir

  DOI：10.1016/j.tet.2011.12.044

  日期：2012.2

  An approach for the synthesis of new 5-substituted-tetrazoles via multi-component domino Knoevenagel condensation/1,3 dipolar cycloaddition reaction of carbonyl compounds, malononitrile and sodium azide in water without assistance of any catalyst has been reported. This general protocol provides a wide variety of 5-substituted 1H-tetrazoles in good yields under mild reaction conditions. (C) 2011 Elsevier Ltd. All rights reserved.