2-(o-tolyloxy)-5-tosylpyrazine | 1428549-12-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(o-tolyloxy)-5-tosylpyrazine
• 英文别名: 2-(2-Methylphenoxy)-5-(4-methylphenyl)sulfonylpyrazine；2-(2-methylphenoxy)-5-(4-methylphenyl)sulfonylpyrazine
• CAS: 1428549-12-5
• 化学式: C₁₈H₁₆N₂O₃S
• 分子量: 340.403
• InChiKey: OFSHHURTXOMBFS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  77.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,5-bis(p-tolylthio)pyrazine 在 双氧水 、 potassium carbonate 作用下， 以 溶剂黄146 、 乙腈 为溶剂， 生成 2-(o-tolyloxy)-5-tosylpyrazine
  参考文献：
  名称：

  2,5-Bis-(sulfonyl)pyrazines as unprecedented building blocks and their SNAr reactions

  摘要：

  Previously unknown 2,5-bis-sulfonylpyrazines are prepared and their SNAr reactions are investigated. When 2 equiv of thiols are employed, the corresponding bis-thiopyrazines are obtained exclusively. However, phenols or alkoxides gave rise to only the corresponding mono-substituted aryloxy- or alkoxy-sulfonylpyrazines in excellent yields. A carbon nucleophile prepared by treating malonate with NaH also produced the corresponding mono-sulfonylpyrazines. Aliphatic amines and anilines only provided the mono-anilino-sulfonylpyrazines in poor to moderate yields. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.01.106

文献信息

• 2,5-Bis-(sulfonyl)pyrazines as unprecedented building blocks and their SNAr reactions
  作者：Jie Jack Li、Wei Meng、Shung Wu、Yong-Jin Wu、Jason Guernon、Martin P. Allen、Michael M. Miller、Peter T. Cheng、Bang-chi Chen

  DOI：10.1016/j.tetlet.2013.01.106

  日期：2013.4

  Previously unknown 2,5-bis-sulfonylpyrazines are prepared and their SNAr reactions are investigated. When 2 equiv of thiols are employed, the corresponding bis-thiopyrazines are obtained exclusively. However, phenols or alkoxides gave rise to only the corresponding mono-substituted aryloxy- or alkoxy-sulfonylpyrazines in excellent yields. A carbon nucleophile prepared by treating malonate with NaH also produced the corresponding mono-sulfonylpyrazines. Aliphatic amines and anilines only provided the mono-anilino-sulfonylpyrazines in poor to moderate yields. (c) 2013 Elsevier Ltd. All rights reserved.