4-(5-oxo-4-(4H-1,2,4-triazol-3-yl)thiomorpholine-2-carbonyl)benzonitrile | 1359939-80-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(5-oxo-4-(4H-1,2,4-triazol-3-yl)thiomorpholine-2-carbonyl)benzonitrile
• 英文别名: 4-[5-oxo-4-(1H-1,2,4-triazol-5-yl)thiomorpholine-2-carbonyl]benzonitrile
• CAS: 1359939-80-2
• 化学式: C₁₄H₁₁N₅O₂S
• 分子量: 313.34
• InChiKey: PWJFEMRIXRCSHA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  128
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 2-((2-(4-cyanophenyl)-2-oxoethyl)thio)-N-(4H-1,2,4-triazol-3-yl)acetamide 在 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 20.0h， 以48%的产率得到4-(5-oxo-4-(4H-1,2,4-triazol-3-yl)thiomorpholine-2-carbonyl)benzonitrile
  参考文献：
  名称：

  A chemoselective hydroxymethylation: new route for the synthesis of 6-aroyl-4-(4H-triazol-3-yl)thiomorpholin-3-ones

  摘要：

  Treatment of 2-(2-oxo-2-arylethylthio)-N-(4H-1,2,4-triazol-3-yl)acetamides with paraformaldehyde in the presence of a base has led to a tandem chemoselective hydroxymethylation followed by cyclization yielding a set of novel 6-aroyl-4-(4H-triazol-3-yl)thiomorpholin-3-ones. The thiomorpholine ring has been found to have a boat like conformation in these compounds as evidenced by NOESY NMR spectrum. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.12.100

文献信息

• A chemoselective hydroxymethylation: new route for the synthesis of 6-aroyl-4-(4H-triazol-3-yl)thiomorpholin-3-ones
  作者：Thulasiraman Krishnaraj、Shanmugam Muthusubramanian

  DOI：10.1016/j.tetlet.2011.12.100

  日期：2012.2

  Treatment of 2-(2-oxo-2-arylethylthio)-N-(4H-1,2,4-triazol-3-yl)acetamides with paraformaldehyde in the presence of a base has led to a tandem chemoselective hydroxymethylation followed by cyclization yielding a set of novel 6-aroyl-4-(4H-triazol-3-yl)thiomorpholin-3-ones. The thiomorpholine ring has been found to have a boat like conformation in these compounds as evidenced by NOESY NMR spectrum. (C) 2011 Elsevier Ltd. All rights reserved.