O-methyl 4-nitrobenzenecarbothioic acid | 25033-14-1

• 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: O-methyl 4-nitrobenzenecarbothioic acid
• 英文别名: O-Methyl 4-(nitro)thiobenzoate；methyl 4-nitrothionobenzoate；p-Nitrothiobenzoesaeure-O-methylester；4-Nitrothiobenzoic acid methyl ester；O-methyl 4-nitrobenzenecarbothioate
• CAS: 25033-14-1
• 化学式: C₈H₇NO₃S
• 分子量: 197.214
• InChiKey: ZHYZXWCZPYKWBI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  87.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  O-methyl 4-nitrobenzenecarbothioic acid 、 磺酰氯 生成 4-硝基苯亚磺酰氯
  参考文献：
  名称：

  THEA, SERGIO;CEVASCO, GIORGIO, TETRAHEDRON LETT., 29,(1988) N 23, 2865-2866

  摘要：

  DOI：
• 作为产物：
  描述：

  对硝基苯甲腈 在 吡啶 、 盐酸 、 硫化氢 作用下， 以 硝基苯 为溶剂， 反应 0.33h， 生成 O-methyl 4-nitrobenzenecarbothioic acid
  参考文献：
  名称：

  Facile Preparation of Monothio-orthoesters

  摘要：

  O 型硫代烷基壬烷与氧化烷钠和卤化烷基发生反应，生成单硫代代硫代酯，收率高。

  DOI：

  10.1055/s-1989-27356

文献信息

• Thionation with the Reagent Combination of Phosphorus Pentasulfide and Hexamethyldisiloxane
  作者：Thomas J. Curphey

  DOI：10.1021/jo0256742

  日期：2002.9.1

  The combination of P4S10 and hexamethyldisiloxane efficiently converts esters, lactones, amides, lactams, and ketones to their corresponding thiono derivatives. In the presence of elemental sulfur, 3-oxoesters are converted to dithiolethiones by this reagent. Yields are comparable to or superior to those obtained with Lawesson's reagent. The method has the advantage that reagent-derived byproducts

  P4S10和六甲基二硅氧烷的组合可将酯，内酯，酰胺，内酰胺和酮有效地转化为其相应的硫代衍生物。在元素硫的存在下，该试剂将3-氧代酯转化为二硫代硫酮。产率与使用劳森试剂获得的产率相当或更高。该方法的优点在于，可以通过简单的水解后处理或通过硅胶过滤而不是通过劳氏试剂所要求的色谱法来除去试剂衍生的副产物。
• 2,4-Disubstituted-5-acetoxythiazoles: useful intermediates for the synthesis of thiazolones and 2,4,5-trisubstituted thiazoles
  作者：Q. Qiao、R. Dominique、R. Goodnow

  DOI：10.1016/j.tetlet.2008.03.140

  日期：2008.5

  anhydride mediated cyclization. In situ hydrolysis and alkylation of 2,4-disubstituted-5-acetoxythiazoles afforded the corresponding thiazolones and 2,4,5-trisubstituted thiazoles. This methodology can be readily applied to the synthesis of thiazole-based chemical libraries.

  使用三步顺序，由取代的苯甲酸甲酯以中等至中等的收率制备各种2,4-二取代的5-乙酰氧基噻唑：（1）酯至硫代酸酯的转化;（2）与氨基酸的偶联;和（ 3）乙酸酐介导的环化。2，4-二取代的5-乙酰氧基噻唑的原位水解和烷基化得到相应的噻唑酮和2,4,5-三取代的噻唑。这种方法可以很容易地应用于基于噻唑的化学文库的合成。
• Thionation of esters and lactones with the reagent combination of phosphorus pentasulfide and hexamethyldisiloxane
  作者：Thomas J Curphey

  DOI：10.1016/s0040-4039(01)02144-x

  日期：2002.1

  The combination of P4S10 and hexamethyldisiloxane converts esters and lactones to thionoesters and thionolactones in yields comparable to or superior to those obtained with Lawesson's reagent. The method has the advantage that reagent-derived byproducts may be removed by a simple hydrolytic workup or by filtration through silica gel, rather than by chromatography, as required for Lawesson's reagent. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Voss, Juergen, Phosphorus, Sulfur and Silicon and the Related Elements, 1989, vol. 43, # 1-2, p. 129 - 154
  作者：Voss, Juergen

  DOI：——

  日期：——
• P4S10/dimethicone tandem: efficient reagent for thionation of various aromatic amides and esters
  作者：Dongho Cho、Jiyoung Ahn、Kathlia A. De Castro、Hyunseok Ahn、Hakjune Rhee

  DOI：10.1016/j.tet.2010.05.100

  日期：2010.7

  Organosulfur compounds are valuable because of their rich and varied chemistry especially in biological field. We report a new and efficient way for thionation of various aromatic amides and esters using P4S10/dimethicone tandem. The ease of handling and higher yield makes this protocol economical. (C) 2010 Elsevier Ltd. All rights reserved.