2-(3-nitrophenyl)-1,3-oxathiolan-5-one | 312627-30-8

• 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-(3-nitrophenyl)-1,3-oxathiolan-5-one
• 英文别名: 2-(3-Nitrophenyl)-1,3-oxathiolan-5-one
• CAS: 312627-30-8
• 化学式: C₉H₇NO₄S
• 分子量: 225.225
• InChiKey: MUZDFYGTCWADJP-UHFFFAOYSA-N

物化性质

• 熔点：
  68-70 °C
• 沸点：
  464.3±45.0 °C(Predicted)
• 密度：
  1.484±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  97.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  间硝基苯甲醛 、 巯基乙酸 在 苯胺 、 yttrium(III) trifluoromethanesulfonate 作用下， 以 四氢呋喃 为溶剂， 以85%的产率得到2-(3-nitrophenyl)-1,3-oxathiolan-5-one
  参考文献：
  名称：

  使用 Y(OTf)3 作为催化剂合成 4-噻唑烷酮衍生物的简便有效方法

  摘要：

  摘要 以 Y(OTf)3 (5 mol%) 为催化剂，在四氢呋喃中，以易得且廉价的胺、醛和巯基乙酸为原料，建立了用于合成 4-噻唑烷酮衍生物的一锅三组分反应。 . 由于催化剂负载量低和反应条件温和，该方法非常有效，为构建噻唑烷酮骨架提供了一种有效且有前景的合成策略。图形概要

  DOI：

  10.1080/17415993.2016.1161045

文献信息

• Cobalt doped ZnS nanoparticles as a recyclable catalyst for solvent-free synthesis of heterocyclic privileged medicinal scaffolds under infrared irradiation
  作者：Anshu Dandia、Vijay Parewa、Shyam L. Gupta、Kuldeep S. Rathore

  DOI：10.1016/j.molcata.2013.02.010

  日期：2013.7

  This paper reports preparation and characterization of cobalt doped ZnS NPs and their catalytic application in the synthesis of heterocyclic privileged medicinal scaffolds involving pyrazolones (with excellent regioselectivity) and 1,3-oxathiolan-5-one frameworks under infrared irradiation. Nanoparticles have been prepared at room temperature by a wet chemical method. The heterogeneous catalysts were fully characterized by XRD, TEM, EDAX, ICP-AES and UV/Vis. Under infrared radiation (IR), the catalytic activity of Co doped ZnS NPs was about 40-fold higher under IR as compared to the conventional method. Nanocatalyst plays a dual role of catalyst as well as susceptor, and enhances the overall capacity to absorb IR in the reaction mixture. Doping by Co promotes the activity and selectivity of ZnS NPs as indicated by their high TOF value, providing the products with good to excellent yields. The surface acidity of NPs was measured by FTIR spectra of chemisorbed pyridine. The present method does not involve any hazardous organic solvent or catalyst. The introduction of nanocatalyst in an IR system offers promising features for the reaction response such as the shorter reaction time, simple work-up procedure, and purification of products by non-chromatographic methods. The catalyst was reused up to four runs without an appreciable loss of catalytic activity. (C) 2013 Elsevier B.V. All rights reserved.
• Molecular iodine in [bmim][BF4]: a highly efficient green catalytic system for one-pot synthesis of 1,3-oxathiolan-5-one
  作者：Manika Dewan、Ajeet Kumar、Amit Saxena、Arnab De、Subho Mozumdar

  DOI：10.1016/j.tetlet.2010.09.052

  日期：2010.11

  Aldehydes and mercaptoacetic acid are coupled in the presence of a catalytic amount of economical and non-toxic molecular iodine in [bmim][BF4] ionic liquid under mild conditions to afford the corresponding 1,3-oxathiolan-5-one in excellent yields. Molecular iodine acts faster in ionic liquids when compared to conventional solvents such as DMSO, DMF, ethyl acetate, and acetonitrile. The recovered ionic liquids can be recycled in subsequent reactions with consistent activity. (C) 2010 Elsevier Ltd. All rights reserved.
• A facile and effective procedure for the synthesis of 4-thiazolidinone derivatives using Y(OTf)₃ as catalyst
  作者：Juan Luo、Zijun Zhong、Hongfu Ji、Jiayin Chen、Jun Zhao、Furen Zhang

  DOI：10.1080/17415993.2016.1161045

  日期：2016.7.3

  ABSTRACT A one-pot three-component reaction for the synthesis of 4-thiazolidinone derivatives has been established by reacting readily available and inexpensive starting materials of amines, aldehydes and thioglycolic acid using Y(OTf)3 (5 mol%) as catalyst in tetrahydrofuran. This method is very efficient due to low catalyst loading and mild reaction conditions and provides an efficient and promising

  摘要 以 Y(OTf)3 (5 mol%) 为催化剂，在四氢呋喃中，以易得且廉价的胺、醛和巯基乙酸为原料，建立了用于合成 4-噻唑烷酮衍生物的一锅三组分反应。 . 由于催化剂负载量低和反应条件温和，该方法非常有效，为构建噻唑烷酮骨架提供了一种有效且有前景的合成策略。图形概要