thioacetic acid S-(2-acetylamino-phenyl)ester | 1204-55-3

• 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: thioacetic acid S-(2-acetylamino-phenyl)ester
• 英文别名: 1-thioacetoxy-2-N-acetylaminobenzene；S-(2-acetamidophenyl)ethanethioate；S-(2-acetoamidophenyl)thioacetate；S-2-acetamidophenyl ethanethioate；N,S-diacetyl-2-aminobenzenethiol；N,S-diacetyl-2-aminothiophenol；S-(2-acetamidophenyl) ethanethioate
• CAS: 1204-55-3
• 化学式: C₁₀H₁₁NO₂S
• 分子量: 209.269
• InChiKey: YQGDQHHQENADMX-UHFFFAOYSA-N

物化性质

• 保留指数：
  1776.6

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  71.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  thioacetic acid S-(2-acetylamino-phenyl)ester 在 potassium carbonate 作用下， 生成 2-氨基苯硫醇
  参考文献：
  名称：

  Jacobson, Chemische Berichte, 1887, vol. 20, p. 1899

  摘要：

  DOI：
• 作为产物：
  描述：

  螺[3H-1,3-苯并噻唑-2,1'-环戊烷] 在 盐酸 作用下， 以 氯仿 为溶剂， 反应 7.0h， 生成 thioacetic acid S-(2-acetylamino-phenyl)ester
  参考文献：
  名称：

  N-1-Alkenyl-N,S-Diacyl-2-Aminobenzenethiols (Enamides) by Ring-Opening of 2,3-Dihydro-1,3-benzothiazoles with Aliphatic Carboxylic Anhydrides

  摘要：

  通过用脂肪族酸酐处理 2,3-二氢-1,3-苯并噻唑 1 或 N-酰基桤木衍生物 2，可以很好地获得酰胺 3 和 4。

  DOI：

  10.1055/s-1988-27475

文献信息

• Biogenic CuFe₂O₄ magnetic nanoparticles as a green, reusable and excellent nanocatalyst for acetylation reactions under solvent-free conditions
  作者：Rituparna Chutia、Bolin Chetia

  DOI：10.1039/c8nj02685h

  日期：——

  A convenient green method has been developed for the synthesis of biogenic CuFe₂O₄ magnetic nanoparticles using tea extracts within a very short reaction time.

  已开发出一种方便的绿色方法，利用茶叶提取物在非常短的反应时间内合成生物源性CuFe2O4磁性纳米颗粒。
• Chemoselective Acylation of Amines in Aqueous Media
  作者：Sarala Naik、Gitalee Bhattacharjya、Bandana Talukdar、Bhisma K. Patel

  DOI：10.1002/ejoc.200300620

  日期：2004.3

  Amines are efficiently acylated by both cyclic and acyclic anhydrides by dissolving them in an aqueous medium with the help of a surfactant, sodium dodecyl sulfate (SDS). Cyclic and acyclic anhydrides react with equal ease with an amine, and amines with various stereo-electronic factors react at the same rates with an anhydride. Chemoselective acylation of amines in the presence of phenols and thiols

  通过在表面活性剂十二烷基硫酸钠 (SDS) 的帮助下将胺溶解在水性介质中，胺被环状酸酐和无环酸酐有效地酰化。环状和无环酸酐与胺反应同样容易，具有各种立体电子因子的胺与酸酐以相同的速率反应。已经实现了在酚类和硫醇存在下胺的化学选择性酰化以及在酚存在下硫醇的化学选择性酰化。反应过程中不使用酸性或碱性试剂。分离酰化产物不需要色谱分离。在中性水性介质中反应，产物容易分离，副产物无害，使本方法成为一种绿色化学过程。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)
• Cobalt(II) chloride catalysed coupling of thiols and anhydrides: A new and efficient synthesis of thiol esters
  作者：Saeed Ahmad、Javed Iqbal

  DOI：10.1016/s0040-4039(00)83882-4

  日期：1986.1

  Cobalt(II) chloride in acetonitrile catalyses the coupling of anhydrides or acid chlorides with thiols to yield thiol esters in excellent yields.

  乙腈中的氯化钴（II）催化酸酐或酰氯与硫醇的偶联，从而以优异的产率生成硫醇酯。
• Ac2O–Py/basic alumina as a versatile reagent for acetylations in solvent-free conditions under microwave irradiation
  作者：Satya Paul、Puja Nanda、Rajive Gupta、André Loupy

  DOI：10.1016/s0040-4039(02)00732-3

  日期：2002.6

  Acetic anhydride–pyridine over basic alumina has been used in order to carry out acetylations of hydroxy, thiol and amino groups in solvent-free conditions under microwave irradiation. The technique can be extended for selective acetylations by regulation of irradiation time.

  为了在无溶剂条件下在微波辐射下进行羟基，硫醇和氨基的乙酰化反应，已使用碱性氧化铝上的乙酸酐-吡啶进行乙酰化。该技术可通过调节照射时间扩展到选择性乙酰化。
• Amorphous carbon-silica composites bearing sulfonic acid as solid acid catalysts for the chemoselective protection of aldehydes as 1,1-diacetates and for N-, O- and S-acylations
  作者：Princy Gupta、Satya Paul

  DOI：10.1039/c0gc00900h

  日期：——

  Amorphous carbon-silica composites bearing sulfonic acid derived from inexpensive natural organic compounds (glucose, maltose, cellulose, chitosan and starch) were prepared by partial carbonization followed by sulfonation and their catalytic activity was evaluated for the protection of aldehydes as 1,1-diacetates and for N-, O- and S-acylations under solvent-free conditions. Different biomaterials have been chosen, with a view to select the most active solid acid catalyst. Carbon-silica composites were characterized by FTIR, XRD and elemental analysis. Sulfonated carbon-silica composite derived from starch was found to be the most active and could be recycled for several runs without loss of significant activity. It was also characterized by TGA, SEM and TEM.

  通过部分碳化后磺化的方法，制备了由廉价天然有机化合物（葡萄糖、麦芽糖、纤维素、壳聚糖和淀粉）衍生得到的含磺酸基碳-硅复合物，并评估了其在无溶剂条件下保护醛类生成1,1-二乙酸酯以及进行N-、O-和S-酰基化的催化活性。选择了不同的生物质材料，旨在筛选出活性最高的固体酸催化剂。碳-硅复合物通过FTIR、XRD和元素分析进行了表征。由淀粉衍生的磺化碳-硅复合物被发现活性最高，且可回收多次使用而活性无明显损失。该复合物还通过TGA、SEM和TEM进行了表征。