5-benzoyl-2-phenyl-4-(p-methoxyphenyl)thiazole | 91850-64-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-benzoyl-2-phenyl-4-(p-methoxyphenyl)thiazole
• 英文别名: [4-(4-Methoxyphenyl)-2-phenyl-1,3-thiazol-5-yl]-phenylmethanone
• CAS: 91850-64-5
• 化学式: C₂₃H₁₇NO₂S
• 分子量: 371.459
• InChiKey: CMONXMLKFNPYTA-UHFFFAOYSA-N

物化性质

• 熔点：
  178-180 °C(Solv: ethanol (64-17-5))
• 沸点：
  594.7±60.0 °C(Predicted)
• 密度：
  1.218±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  67.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-(benzylamino)-3-(4-methoxyphenyl)-1-phenylprop-2-en-1-one 在 dipotassium peroxodisulfate 、 potassium ethyl xanthogenate 、 potassium iodide 作用下， 以 二甲基亚砜 为溶剂， 反应 1.0h， 生成 5-benzoyl-2-phenyl-4-(p-methoxyphenyl)thiazole
  参考文献：
  名称：

  KI/K ₂ S ₂ O ₈ Mediated Cascade C(sp ³ )−H/C(sp ² )−H Thiolation for the Synthesis of Multi‐Substituted Thiazoles

  摘要：

  AbstractThiazole and carbonyl often act as core functional or regulative moieties in biological molecules as well as optical materials. Designing and synthesis of carbonyl‐containing thiazoles are of great importance for related fields, hence, a simple and practical method was developed using commercially xanthates, benzylamine, and readily available alkynones as substrates. The reaction was achieved using one‐pot Michael addition and cascade iodine mediated C−H thiolation under mild conditions. This method features a broad substrate scope with high yield. Remarkably, the obtained carbonyl substituted thiazoles bearing electronic‐donating substituents exhibit promising performance for aggregation‐induced emission (AIE) and have been successfully used in biological imaging.

  DOI：

  10.1002/ejoc.202200161

文献信息

• The triethylamine catalyzed reaction of N,N-disubstituted thioamide–bromine adducts with unsubstituted thiobenzamide
  作者：Antonino Corsaro、Anna Compagnini、Giancarlo Perrini、Giovanni Purrello

  DOI：10.1039/p19840000897

  日期：——

  The reaction of N,N-disubstituted thioamide–bromine adducts with unsubstituted thioamide, followed by treatment with triethylamine, affords novel N′-thiobenzoylamidines along with smaller amounts of secondary products. A mechanism is proposed for the formation of the amidines. The results give an insight into the initial steps of the mechanism by which thioamides are converted into 1,2,4-thiadiazoles

  的反应Ñ，Ñ二取代的硫代酰胺-溴加成物与未取代的硫代酰胺，随后用三乙胺处理，得到新颖Ñ '与较少量的副产物的沿-thiobenzoylamidines。提出了形成the的机制。结果使人们深入了解了将硫酰胺转化为1,2,4-噻二唑的机理的初始步骤。