morpholino(3-nitrophenyl)methanethione | 50903-05-4

• 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: morpholino(3-nitrophenyl)methanethione
• 英文别名: 4-(3-nitro-thiobenzoyl)-morpholine；m-Nitrothiobenzmorpholid.；N-(3-Nitro-thiobenzoyl)-morpholine；morpholin-4-yl-(3-nitrophenyl)methanethione
• CAS: 50903-05-4
• 化学式: C₁₁H₁₂N₂O₃S
• mdl: MFCD01062069
• 分子量: 252.294
• InChiKey: XAFOXMYZPFBAJQ-UHFFFAOYSA-N

物化性质

• 熔点：
  151 °C
• 沸点：
  396.6±52.0 °C(Predicted)
• 密度：
  1.361±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  90.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  吗啉 、 3-nitro-benzaldehyde semicarbazone 在 sulfur 作用下， 反应 0.12h， 以72%的产率得到morpholino(3-nitrophenyl)methanethione
  参考文献：
  名称：

  Extension of the Willgerodt–Kindler reaction: protected carbonyl compounds as efficient substrates for this reaction

  摘要：

  Nitrogen derivatives of carbonyl compounds such Lis oximes. hydrazones, and semicarbazones were found to be excellent candidates for the Willgerodt-Kindler reaction. They can be used directly in a solvent-free reaction, under both classical and inicrowave conditions. to give the corresponding thiomorpholides in good yields. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.03.130

文献信息

• Cellulose-reinforced poly(ethylene-<i>co</i>-vinyl acetate)-supported Ag nanoparticles with excellent catalytic properties: synthesis of thioamides using the Willgerodt–Kindler reaction
  作者：Anoop Singh、Sanjeev Saini、Narinder Singh、Navneet Kaur、Doo Ok Jang

  DOI：10.1039/d1ra09225a

  日期：——

  Fourier-transform infrared spectroscopy, scanning electron microscopy, energy dispersive X-ray, and powder X-ray diffraction. Thereafter, the obtained hybrid was used as a catalyst for the Willgerodt–Kindler reaction of aromatic aldehydes, amines, and S8 to synthesize thioamides with excellent yields. The developed catalytic system exhibited high stability and recyclability. Moreover, the mechanical properties

  纤维素是一种生物衍生聚合物，广泛用于食品包装、染料去除、涂料和固载催化。多相催化剂在环境修复中起着至关重要的作用。在此背景下，对绿色和高性价比催化剂的需求迅速增加。本研究从稻草中提取纤维素，建立了一种高活性的固载催化模型。首先，纤维素与聚（乙烯-co-醋酸乙烯酯）（PEVA），然后将Ag纳米颗粒（AgNPs）插入纤维素-PEVA复合材料中。该过程涉及在硼氢化钠存在下还原 AgNPs。使用傅里叶变换红外光谱、扫描电子显微镜、能量色散 X 射线和粉末 X 射线衍射对制备的杂化催化剂进行了表征。此后，获得的杂化物被用作芳族醛、胺和 S 8的 Willgerodt-Kindler 反应的催化剂以优异的收率合成硫代酰胺。开发的催化体系表现出高稳定性和可回收性。此外，使用拉伸强度和冲击试验评估了混合催化剂的机械性能。还进行了数字图像的 RGB 分析以研究催化剂的主要成分。
• A new application of rhodanine as a green sulfur transferring agent for a clean functional group interconversion of amide to thioamide using reusable MCM-41 mesoporous silica
  作者：Suman Ray、Asim Bhaumik、Arghya Dutta、Ray J. Butcher、Chhanda Mukhopadhyay

  DOI：10.1016/j.tetlet.2013.02.045

  日期：2013.4

  A novel thionation protocol for amide compounds, with the system rhodanine/secondary amine has been discovered. Clean and efficient synthesis of a variety of thioamides can be achieved through this simple and convenient method using MCM-41 mesoporous silica as an acid catalyst. For this purpose we have synthesized MCM-41 silica and characterized by using an array of sophisticated analytical techniques like BET, HR TEM, EDX, XRD, 29Si MAS NMR and FTIR. This reaction is therefore a very neat example of a functional group interconversion. (C) 2013 Elsevier Ltd. All rights reserved.
• Infrared spectra of several thiopiperidides and thiomorpholides
  作者：Felicia Cornea、Cornelia Cercasov、Mariana Ciureanu

  DOI：10.1016/0584-8539(80)80073-0

  日期：1980.1
• Mayer,R. et al., Journal fur praktische Chemie (Leipzig 1954), 1978, vol. 320, p. 313 - 323
  作者：Mayer,R. et al.

  DOI：——

  日期：——
• Extension of the Willgerodt–Kindler reaction: protected carbonyl compounds as efficient substrates for this reaction
  作者：Hossein Reza Darabi、Kioumars Aghapoor、Mahmoud Tajbakhsh

  DOI：10.1016/j.tetlet.2004.03.130

  日期：2004.5

  Nitrogen derivatives of carbonyl compounds such Lis oximes. hydrazones, and semicarbazones were found to be excellent candidates for the Willgerodt-Kindler reaction. They can be used directly in a solvent-free reaction, under both classical and inicrowave conditions. to give the corresponding thiomorpholides in good yields. (C) 2004 Elsevier Ltd. All rights reserved.