3-(1H-tetrazol-5-yl)pyrazine-2-carbonitrile | 1372656-88-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 3-(1H-tetrazol-5-yl)pyrazine-2-carbonitrile
• 英文别名: 3-(2H-tetrazol-5-yl)pyrazine-2-carbonitrile
• CAS: 1372656-88-6
• 化学式: C₆H₃N₇
• 分子量: 173.137
• InChiKey: OAMHWIFPVOQEKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  104
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  草酸醛 、 2,3-diaminomaleonitrile 在 sodium azide 、 盐酸 作用下， 以 二甲基亚砜 、 水 为溶剂， 反应 3.0h， 以91%的产率得到3-(1H-tetrazol-5-yl)pyrazine-2-carbonitrile
  参考文献：
  名称：

  Catalyst-free synthesis of N-rich heterocycles via multi-component reactions

  摘要：

  Efficient and straightforward methods for the synthesis of 5-substituted 1H-tetrazoles via multicomponent reaction of alpha-dicarbonyl compounds, 2,3-diaminomaleonitrile and sodium azide without any catalyst has been reported. These general protocols provide a wide variety of N-rich heterocyclic compounds (1H-tetrazole-5-yl) pyrazines and di(1H-tetrazole-5-yl) pyrazines, in good to excellent yields. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.02.051

文献信息

• Catalyst-free synthesis of N-rich heterocycles via multi-component reactions
  作者：Zeinab Noroozi Tisseh、Minoo Dabiri、Mohsen Nobahar、Ali Abolhasani Soorki、Ayoob Bazgir

  DOI：10.1016/j.tet.2012.02.051

  日期：2012.4

  Efficient and straightforward methods for the synthesis of 5-substituted 1H-tetrazoles via multicomponent reaction of alpha-dicarbonyl compounds, 2,3-diaminomaleonitrile and sodium azide without any catalyst has been reported. These general protocols provide a wide variety of N-rich heterocyclic compounds (1H-tetrazole-5-yl) pyrazines and di(1H-tetrazole-5-yl) pyrazines, in good to excellent yields. (C) 2012 Elsevier Ltd. All rights reserved.