2-tert-butyl-1H-benzimidazole-4-sulfonic acid phenylamide | 1133475-57-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-tert-butyl-1H-benzimidazole-4-sulfonic acid phenylamide
• 英文别名: 2-tert-butyl-N-phenyl-1H-benzimidazole-4-sulfonamide
• CAS: 1133475-57-6
• 化学式: C₁₇H₁₉N₃O₂S
• 分子量: 329.423
• InChiKey: ZNXILJUYVWCZCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  83.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,3-diamino-N-phenyl-benzenesulfonamide hydrochloride 、 特戊醛 在 sodium metabisulfite 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 16.0h， 以66%的产率得到2-tert-butyl-1H-benzimidazole-4-sulfonic acid phenylamide
  参考文献：
  名称：

  A general method for the synthesis of benzimidazole-4-sulfonamides

  摘要：

  A general method for the synthesis of benzimidazole-4-stilfonamides is described. This methodology employs commercially available benzothiadiazole-4-sulfonyl chloride as a benzimidazole equivalent. Reaction with a variety of amines followed by highly chemoselective reductive desulfurization gives intermediate 1,2-phenylenediamines, which may then react with aryl, heteroanyl, and alkyl aldehydes to provide substituted benzimidazole sulfonamides. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.01.015

文献信息

• A general method for the synthesis of benzimidazole-4-sulfonamides
  作者：Mark D. Rosen、Zahna M. Simon、Kyle T. Tarantino、Lucy X. Zhao、Michael H. Rabinowitz

  DOI：10.1016/j.tetlet.2009.01.015

  日期：2009.3

  A general method for the synthesis of benzimidazole-4-stilfonamides is described. This methodology employs commercially available benzothiadiazole-4-sulfonyl chloride as a benzimidazole equivalent. Reaction with a variety of amines followed by highly chemoselective reductive desulfurization gives intermediate 1,2-phenylenediamines, which may then react with aryl, heteroanyl, and alkyl aldehydes to provide substituted benzimidazole sulfonamides. (C) 2009 Elsevier Ltd. All rights reserved.