2-(furan-2-yl)-1-(morpholin-4-yl)ethanethione | 869944-79-6

• 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-(furan-2-yl)-1-(morpholin-4-yl)ethanethione
• 英文别名: Furylthioacetic acid morpholide；2-(furan-2-yl)-1-morpholin-4-ylethanethione
• CAS: 869944-79-6
• 化学式: C₁₀H₁₃NO₂S
• 分子量: 211.285
• InChiKey: MYYAFVAFPSXRMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  57.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(furan-2-yl)-2-morpholino-2-thioxoethanone 在 四氯化钛 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 0.67h， 以78%的产率得到2-(furan-2-yl)-1-(morpholin-4-yl)ethanethione
  参考文献：
  名称：

  低价钛试剂存在下羰基的选择性还原

  摘要：

  在低价钛试剂的存在下，实现了几种含有羰基的结构多样的化合物的化学选择性还原。这种新颖的合成方法易于获得羰基的高选择性还原，并具有多个优点，包括一步法，方便的操作，良好或优异的收率以及较短的反应时间。

  DOI：

  10.1016/j.tetlet.2014.02.072

文献信息

• Sulfated tungstate: A green catalyst for synthesis of thiomorpholides via Willgerodt–Kindler reaction
  作者：Suresh D. Salim、Sagar P. Pathare、Krishnacharya G. Akamanchi

  DOI：10.1016/j.catcom.2011.06.022

  日期：2011.10

  Use of sulfated tungstate as an efficient, green and reusable catalyst for preparation of thiomorpholides via Willgerodt–Kindler reaction pathway is presented. The reaction proceeds under solvent free condition. The advantages of this method are high yields, short reaction times, ease of product isolation and recyclability of catalyst for a number of times without significant loss of activity.

  本文介绍了使用硫酸钨作为一种高效，绿色且可重复使用的催化剂，通过Willgerodt-Kindler反应途径制备硫吗啡内酯的方法。反应在无溶剂条件下进行。该方法的优点是产率高，反应时间短，产物分离容易和催化剂可循环使用多次，而活性没有明显损失。
• Silica-supported fluoroboric acid (HBF4–SiO2) catalyzed highly productive synthesis of thiomorpholides as activators of l-asparaginase as well as the antioxidant agent
  作者：Babasaheb P. Bandgar、Shrikant S. Gawande、Suchita C. Warangkar、Jalinder V. Totre

  DOI：10.1016/j.bmc.2010.03.033

  日期：2010.5

  An efficient solvent-free procedure for the synthesis of thiomorpholides in the presence of a catalytic amount of solid-supported fluoroboric acid (HBF4-SiO2) is described. The advantages of this method are high yields, short reaction times, ease of product isolation, low cost, and the catalyst can be recycled for a number of times without significant loss of activity. Three thiomorpholides possessing electron-donating group (4c, 4g, and 4h) were exhibiting excellent stimulatory activities against Erwinia carotovora L-asparaginase. The most potent activator, compound 4h displayed the following kinetic parameters, K-m = 75 mu M and V-max = 1000 mu mol mg(-1) min(-1) and K-A = 0.985 mu M. Furthermore, these compounds (4g, 4h, 4c, 4f, 4a, and 4d) have also shown promising 2,2'-diphenyl-1-picrylhydrazyl (DPPH) reducing antioxidant activity (21-36%) at 1 mM concentration as compared to standard butylated hydroxyl anisole (72% at 1 mM). (C) 2010 Published by Elsevier Ltd.
• Selective reduction of carbonyl groups in the presence of low-valent titanium reagents
  作者：Wei Lin、Ming-Hua Hu、Xian Feng、Lei Fu、Cheng-Pao Cao、Zhi-Bin Huang、Da-Qing Shi

  DOI：10.1016/j.tetlet.2014.02.072

  日期：2014.4

  The chemoselective reduction of several structurally diverse compounds containing carbonyl groups was achieved in the presence of low-valent titanium reagents. This novel synthetic method provides easy access to highly selective reduction of carbonyl groups, and possesses several advantages including one-step procedure, convenient manipulation, good to excellent yields, and short reaction times.

  在低价钛试剂的存在下，实现了几种含有羰基的结构多样的化合物的化学选择性还原。这种新颖的合成方法易于获得羰基的高选择性还原，并具有多个优点，包括一步法，方便的操作，良好或优异的收率以及较短的反应时间。