3-Hydroxyiminomethylchinolin-2(1H)-thion | 52026-72-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-Hydroxyiminomethylchinolin-2(1H)-thion
• 英文别名: 2-thioxo-1,2-dihydro-quinoline-3-carbaldehyde oxime
• CAS: 52026-72-9
• 化学式: C₁₀H₈N₂OS
• 分子量: 204.252
• InChiKey: GFGRHKWCRDYJCH-UHFFFAOYSA-N

物化性质

• 熔点：
  198 °C
• 沸点：
  370.6±52.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.71
• 重原子数：
  14.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  48.38
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3-Hydroxyiminomethylchinolin-2(1H)-thion 在 三氟甲磺酸酐 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以90%的产率得到isothiazolo[5,4-b]quinoline
  参考文献：
  名称：

  Triflic Anhydride: A Mild Reagent for Highly Efficient Synthesis of 1,2-Benzisoxazoles, Isoxazolo, and Isothiazolo Quinolines Without Additive or Base

  摘要：

  The synthetic utility of trifluoromethanesulphonic anhydride (triflic anhydride, TA) without additive or base for the high-yielding synthesis of a wide variety of 1,2-benzisoxazoles from 2-hydroxyaryl aldoximes and ketoximes under mild conditions has been carried out for the first time. As a continuation of our study, syntheses of isoxazolo and isothiazolo quinolones have also been demonstrated using triflic anhydride under similar conditions. This method is simple and has benefits from the easy way to isolate the products in excellent yields. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]

  DOI：

  10.1080/00397911.2013.821617