2-(4-ethylphenyl)-1-morpholin-4-yl-ethanethione | 14182-64-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 2-(4-ethylphenyl)-1-morpholin-4-yl-ethanethione
• 英文别名: 4-[(4-ethyl-phenyl)-thioacetyl]-morpholine；2-(4-Ethylphenyl)-1-(morpholin-4-yl)ethanethione；2-(4-ethylphenyl)-1-morpholin-4-ylethanethione
• CAS: 14182-64-0
• 化学式: C₁₄H₁₉NOS
• mdl: MFCD00605325
• 分子量: 249.377
• InChiKey: IITIUZZRCVRTMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  44.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4-ethylphenyl)-1-morpholin-4-yl-ethanethione 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 2-(4-乙基苯基)乙酸
  参考文献：
  名称：

  Evidence for hyperconjugative stabilization of olefins from tautomeric equilibria

  摘要：

  DOI：

  10.1021/jo01286a043
• 作为产物：
  描述：

  吗啉 、 对乙基苯乙酮 在 N-甲基吗啉 、 1,2,3,4,5,6,7,8-八硫杂环辛烷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以63%的产率得到2-(4-ethylphenyl)-1-morpholin-4-yl-ethanethione
  参考文献：
  名称：

  WILLGERODT-KINDLER'S MICROWAVE-ENHANCED SYNTHESIS OF THIOAMIDE DERIVATIVES

  摘要：

  The Willgerodt-Kindler reaction was applied to a series of aromatic aldehydes and ketones. The reactions were performed in a dipolar aprotic solvent (mainly DMF) in the presence of a base catalyst (4-methylmorpholine) and utilized microwave (mw) irradiation. The pulsed mw technique rather than the continuous irradiation was preferred because it limited side reactions and hydrogen sulfide production. While not always superior to the thermal activation of the reaction, the procedure involving repetitive short pulses of microwave irradiation was found to be faster and result in consistently cleaner products. The technique can be easily applied in a fast parallel synthesis process.

  DOI：

  10.1080/10426500490466995

文献信息

• Evidence for hyperconjugative stabilization of olefins from tautomeric equilibria
  作者：Lloyd J. Dolby、Gary N. Riddle

  DOI：10.1021/jo01286a043

  日期：1967.11
• WILLGERODT-KINDLER'S MICROWAVE-ENHANCED SYNTHESIS OF THIOAMIDE DERIVATIVES
  作者：Jacques H. Poupaert、Sandro Duarte、Evelina Colacino、Patrick Depreux、Christopher R. McCurdy、Didier L. Lambert

  DOI：10.1080/10426500490466995

  日期：2004.10.1

  The Willgerodt-Kindler reaction was applied to a series of aromatic aldehydes and ketones. The reactions were performed in a dipolar aprotic solvent (mainly DMF) in the presence of a base catalyst (4-methylmorpholine) and utilized microwave (mw) irradiation. The pulsed mw technique rather than the continuous irradiation was preferred because it limited side reactions and hydrogen sulfide production. While not always superior to the thermal activation of the reaction, the procedure involving repetitive short pulses of microwave irradiation was found to be faster and result in consistently cleaner products. The technique can be easily applied in a fast parallel synthesis process.