6-chloro-2-(3,4-dimethoxyphenyl)-4H-thiochromen-4-one | 1402911-82-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻喃类
• 英文名称: 6-chloro-2-(3,4-dimethoxyphenyl)-4H-thiochromen-4-one
• 英文别名: 6-chloro-2-(3,4-dimethoxyphenyl)thiochromen-4-one
• CAS: 1402911-82-3
• 化学式: C₁₇H₁₃ClO₃S
• 分子量: 332.807
• InChiKey: RAANKKVXDZINQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  1-[5-chloro-2-(1,1-dimethylethylsulfanyl)phenyl]-3-(3,4-dimethoxyphenyl)prop-2-en-1-one 在 碘 、 碳酸氢钠 作用下， 以 丙腈 为溶剂， 反应 4.0h， 以46%的产率得到6-chloro-2-(3,4-dimethoxyphenyl)-4H-thiochromen-4-one
  参考文献：
  名称：

  A Convenient Synthesis of 2-Arylthiochromen-4-ones (Thioflavones) by Iodine-Mediated Cyclization of 3-Aryl-1-[2-(1,1-dimethylethylsulfanyl)phenyl]prop-2-en-1-ones

  摘要：

  A convenient two-step synthesis of 2-arylthiochromen-4-ones (thioflavones) beginning with 1-[2-(1,1-dimethylethylsulfanyl)phenyl]ethanones is described. Thus, 3-aryl-1-[2-(1,1-dimethylethylsulfanyl)phenyl]prop-2-en-1-ones were prepared by the condensation of 1-[2-(1,1-dimethylethylsulfanyl)phenyl]ethanones with aromatic aldehyde in the presence of sodium hydroxide, and were treated with iodine in refluxing N-methylpyrrolidin-2-one (NMP) or propanenitrile to afford the desired products in moderate to fair yields.

  DOI：

  10.3987/com-12-12508

文献信息

• Competitive cascade cyclization of 2′-tosyloxychalcones: An easy access to thioflavones and thioaurones
  作者：Somepalli Venkateswarlu、Gandrotu Narasimha Murty、Meka Satyanarayana、Vidavalur Siddaiah

  DOI：10.1080/00397911.2020.1775852

  日期：2020.8.2

  Abstract A new and efficient approach for the synthesis of thioflavones and thioaurones by competitive cascade cyclization of 2′-tosyloxychalcones has been developed. 2′-Tosyloxychalcones were smoothly converted into thioflavones and thioaurones by incorporation of sulfur atom using elemental sulfur and triethylamine in DMSO with good yields. The advantages of the methodology are the formation of both

  摘要 开发了一种通过 2'-甲苯磺酰氧基查耳酮的竞争级联环化合成硫代黄酮和硫代金酮的新方法。通过在 DMSO 中使用元素硫和三乙胺并入硫原子，2'-甲苯磺酰氧基查耳酮顺利转化为硫代黄酮和硫代金黄酮，收率良好。该方法的优点是在一个步骤中同时形成硫代黄酮和硫代金黄酮。易于获取的底物、温和的反应条件以及与广泛的官能团的兼容性使该协议清洁且成本低廉。图形概要