1-(3,4-dimethoxyphenyl)-2-(piperidin-1-yl)-2-thioxoethanone | 1428263-76-6

• 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: 1-(3,4-dimethoxyphenyl)-2-(piperidin-1-yl)-2-thioxoethanone
• 英文别名: 1-(3,4-Dimethoxyphenyl)-2-piperidin-1-yl-2-sulfanylideneethanone；1-(3,4-dimethoxyphenyl)-2-piperidin-1-yl-2-sulfanylideneethanone
• CAS: 1428263-76-6
• 化学式: C₁₅H₁₉NO₃S
• 分子量: 293.387
• InChiKey: YTNOAVXVBPOTSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  70.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3,4-二甲氧基苯乙酮 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 selenium(IV) oxide 、 水 作用下， 以 1,4-二氧六环 为溶剂， 生成 1-(3,4-dimethoxyphenyl)-2-(piperidin-1-yl)-2-thioxoethanone
  参考文献：
  名称：

  Synthesis of α-Ketothioamides via Willgerodt-Kindler Reaction of Arylglyoxals with Amines and Sulfur under Solvent-Free Conditions

  摘要：

  Willgerodt-Kindler reaction of arylglyoxal hydrates with secondary amines and elemental sulfur under solvent-free conditions at 80 degrees C is developed, in which alpha-ketothioamides are obtained in 70-90% yield in 0.6-1 hour. The X-ray crystal-structure analysis for one compound was obtained.

  DOI：

  10.1055/s-0032-1316897

文献信息

• Willgerodt–Kindler reaction of arylglyoxals with amines and sulfur in aqueous media: a simple and efficient synthesis of α-ketothioamides
  作者：Bagher Eftekhari-Sis、Saleh Vahdati-Khajeh、S. Motahhareh Amini、Maryam Zirak、Mahnaz Saraei

  DOI：10.1080/17415993.2012.757614

  日期：2013.10.1

  A simple and efficient method for the synthesis of α-ketothioamides via the Willgerodt–Kindler reaction is developed. Reactions were carried out between arylglyoxal hydrates, amines and elemental sulfur in water at 80°C to afford corresponding α-ketothioamides in good to high yields in a short reaction time.

  开发了一种通过 Willgerodt-Kindler 反应合成 α-酮硫酰胺的简单有效的方法。芳基乙二醛水合物、胺和元素硫在 80°C 的水中进行反应，在较短的反应时间内以良好至高产率得到相应的 α-酮硫代酰胺。
• Synthesis of α-Ketothioamides via Willgerodt-Kindler Reaction of Arylglyoxals with Amines and Sulfur under Solvent-Free Conditions
  作者：Bagher Eftekhari-Sis、Saleh Khajeh、Orhan Büyükgüngör

  DOI：10.1055/s-0032-1316897

  日期：——

  Willgerodt-Kindler reaction of arylglyoxal hydrates with secondary amines and elemental sulfur under solvent-free conditions at 80 degrees C is developed, in which alpha-ketothioamides are obtained in 70-90% yield in 0.6-1 hour. The X-ray crystal-structure analysis for one compound was obtained.