Methyl 2-acetamidosulfanylbenzoate

• 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: Methyl 2-acetamidosulfanylbenzoate
• 化学式: C₁₀H₁₁NO₃S
• 分子量: 225.268
• InChiKey: LFRUIQLVCSEXEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  80.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Methyl 2-acetamidosulfanylbenzoate 、 碘甲烷 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以48%的产率得到N-acetyl-N-methyl-2-methoxycarbonylbenzenesulfenamide
  参考文献：
  名称：

  Efficient synthesis of N-acylarenesulfenamides by acylation of arenesulfenamides

  摘要：

  Acylation of arenesulfenamides proceeds efficiently by using either perfluorocarboxylic anhydrides or acid chlorides in the presence of pyridine as a base at low temperatures to give N-acylarenesulfenamides. Some N-alkylcarbonyl derivatives exist with imidic acid tautomers in an aprotic solvent. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01554-5
• 作为产物：
  描述：

  乙酰氯 、 2-(氨基硫代)苯甲酸甲酯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以94%的产率得到Methyl 2-acetamidosulfanylbenzoate
  参考文献：
  名称：

  Efficient synthesis of N-acylarenesulfenamides by acylation of arenesulfenamides

  摘要：

  Acylation of arenesulfenamides proceeds efficiently by using either perfluorocarboxylic anhydrides or acid chlorides in the presence of pyridine as a base at low temperatures to give N-acylarenesulfenamides. Some N-alkylcarbonyl derivatives exist with imidic acid tautomers in an aprotic solvent. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01554-5

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.
• US4283508A
  申请人：——

  公开号：US4283508A

  公开（公告）日：1981-08-11
• US4469874A
  申请人：——

  公开号：US4469874A

  公开（公告）日：1984-09-04
• Efficient synthesis of N-acylarenesulfenamides by acylation of arenesulfenamides
  作者：Ming Bao、Masao Shimizu、Shigeru Shimada、Masato Tanaka

  DOI：10.1016/s0040-4020(02)01554-5

  日期：2003.1

  Acylation of arenesulfenamides proceeds efficiently by using either perfluorocarboxylic anhydrides or acid chlorides in the presence of pyridine as a base at low temperatures to give N-acylarenesulfenamides. Some N-alkylcarbonyl derivatives exist with imidic acid tautomers in an aprotic solvent. (C) 2003 Elsevier Science Ltd. All rights reserved.