N-(2-ethoxycarbonylbenzenesulfenyl)benzimidazole | 658702-69-3

• 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: N-(2-ethoxycarbonylbenzenesulfenyl)benzimidazole
• 英文别名: Benzoic acid, 2-(1H-benzimidazol-1-ylthio)-, ethyl ester；ethyl 2-(benzimidazol-1-ylsulfanyl)benzoate
• CAS: 658702-69-3
• 化学式: C₁₆H₁₄N₂O₂S
• 分子量: 298.365
• InChiKey: AXJLXCHFMVQTNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  69.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(2-ethoxycarbonylbenzenesulfenyl)benzimidazole 、 N-甲基乙酰胺 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.67h， 以60%的产率得到N-(2-ethoxycarbonylbenzenesulfonyl)-N-methylacetamide
  参考文献：
  名称：

  N-(2-Alkoxycarbonylbenzenesulfenyl)benzimidazoles as Nitrogen-, Sulfur-, and Carbon-Sulfenylation Reagents

  摘要：

  N-(2-Alkoxycarbonylbenzenesulfenyl)benzimidazoles reacted with nucleophiles such as amides, imidates, thiols, Grignard reagents, and active methylene compounds to yield the corresponding sulfenylated products: N-acylsulfenamides, N-sulfenylimidates, disulfides, sulfides, and sulfenylated active methylene compounds, respectively.

  DOI：

  10.3987/com-06-10904
• 作为产物：
  描述：

  苯并咪唑 、 ethyl 2-sulfenamoylbenzoate 以 甲苯 为溶剂， 反应 5.0h， 以92%的产率得到N-(2-ethoxycarbonylbenzenesulfenyl)benzimidazole
  参考文献：
  名称：

  The synthesis and reaction of N-sulfenyl heterocycles: development of effective sulfenylating reagents

  摘要：

  Various N-sulfenyl heterocycles were synthesized by transamination of sulfenamides using a chlorine gas-free method. The N-sulfenyl heterocycles behaved as sulfenylating reagents of anilines; N-sulfenylbenzimidazoles were the most effective. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.12.015

文献信息

• N-(2-Alkoxycarbonylbenzenesulfenyl)benzimidazoles as Nitrogen-, Sulfur-, and Carbon-Sulfenylation Reagents
  作者：Masao Shimizu、Hidenori Fukazawa、Junﾕichi Inoue、Yoshimoto Abe、Takeo Konakahara

  DOI：10.3987/com-06-10904

  日期：——

  N-(2-Alkoxycarbonylbenzenesulfenyl)benzimidazoles reacted with nucleophiles such as amides, imidates, thiols, Grignard reagents, and active methylene compounds to yield the corresponding sulfenylated products: N-acylsulfenamides, N-sulfenylimidates, disulfides, sulfides, and sulfenylated active methylene compounds, respectively.
• The synthesis and reaction of N-sulfenyl heterocycles: development of effective sulfenylating reagents
  作者：Masao Shimizu、Hidenori Fukazawa、Shigeru Shimada、Yoshimoto Abe

  DOI：10.1016/j.tet.2005.12.015

  日期：2006.3

  Various N-sulfenyl heterocycles were synthesized by transamination of sulfenamides using a chlorine gas-free method. The N-sulfenyl heterocycles behaved as sulfenylating reagents of anilines; N-sulfenylbenzimidazoles were the most effective. (c) 2005 Elsevier Ltd. All rights reserved.