1-methyl-2-[(2-thienylsulfonyl)methyl]-1H-benzimidazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 1-methyl-2-[(2-thienylsulfonyl)methyl]-1H-benzimidazole
• 英文别名: 1-Methyl-2-(thiophen-2-ylsulfonylmethyl)benzimidazole
• 化学式: C₁₃H₁₂N₂O₂S₂
• 分子量: 292.382
• InChiKey: LXXKOTRJLAYVOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  88.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,2-二甲基苯并咪唑 、 1-(2-噻吩磺酰基)-1H-苯并三唑 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以64%的产率得到1-methyl-2-[(2-thienylsulfonyl)methyl]-1H-benzimidazole
  参考文献：
  名称：

  N-Sulfonylbenzotriazoles as Advantageous Reagents for C-Sulfonylation

  摘要：

  Reactions of readily available N-(alkyl-, aryl-, and heteroarylsulfonyl)benzotriazoles 3a-h with diverse nitriles, reactive heteroaromatics, alkylheteroaromatics, sulfones, and esters produced alpha-cyanoalkyl sulfones 5a-i, sulfonylheteroaromatics 7a-e, alpha-(sulfonylalkyl)heterocycles 9a-f, alpha-sulfonylalkyl sulfones 11a-g, and esters of alpha-sulfonyl acids 14a-c, respectively, in synthetically useful to excellent yields. The results represent the first examples of the successful application of sulfonylazoles for C-sulfonylation.

  DOI：

  10.1021/jo051157i

文献信息

• <i>N</i>-Sulfonylbenzotriazoles as Advantageous Reagents for <i>C</i>-Sulfonylation
  作者：Alan R. Katritzky、Ashraf A. A. Abdel-Fattah、Anatoliy V. Vakulenko、Hui Tao

  DOI：10.1021/jo051157i

  日期：2005.11.1

  Reactions of readily available N-(alkyl-, aryl-, and heteroarylsulfonyl)benzotriazoles 3a-h with diverse nitriles, reactive heteroaromatics, alkylheteroaromatics, sulfones, and esters produced alpha-cyanoalkyl sulfones 5a-i, sulfonylheteroaromatics 7a-e, alpha-(sulfonylalkyl)heterocycles 9a-f, alpha-sulfonylalkyl sulfones 11a-g, and esters of alpha-sulfonyl acids 14a-c, respectively, in synthetically useful to excellent yields. The results represent the first examples of the successful application of sulfonylazoles for C-sulfonylation.