diethyl 2,2'-(pyrazine-2,5-diylbis(sulfanediyl))diacetate | 1428548-98-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: diethyl 2,2'-(pyrazine-2,5-diylbis(sulfanediyl))diacetate
• 英文别名: Ethyl 2-[5-(2-ethoxy-2-oxoethyl)sulfanylpyrazin-2-yl]sulfanylacetate；ethyl 2-[5-(2-ethoxy-2-oxoethyl)sulfanylpyrazin-2-yl]sulfanylacetate
• CAS: 1428548-98-4
• 化学式: C₁₂H₁₆N₂O₄S₂
• 分子量: 316.402
• InChiKey: JUAHCTKVHJEPLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  20
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  129
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2,5-bis(methylsulfonyl)pyrazine 、 巯基乙酸乙酯 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以88%的产率得到diethyl 2,2'-(pyrazine-2,5-diylbis(sulfanediyl))diacetate
  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.