dimethyl ((benzo[d]thiazol-2-ylamino)(p-tolyl)methyl)phosphonate | 1021940-44-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: dimethyl ((benzo[d]thiazol-2-ylamino)(p-tolyl)methyl)phosphonate
• 英文别名: dimethyl ((benzo[d]thiazol-2-ylamino)(p-tolyl)methyl)phosphonate
• CAS: 1021940-44-2
• 化学式: C₁₇H₁₉N₂O₃PS
• 分子量: 362.389
• InChiKey: HZIRLKMUZMSYEY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  60.45
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  2-氨基苯并噻唑 、 对甲基苯甲醛 、 亚磷酸二甲酯 在 SbCl₃/Al₂O₃ 5A molecular sieve 作用下， 以 乙腈 为溶剂， 反应 5.0h， 以65%的产率得到dimethyl ((benzo[d]thiazol-2-ylamino)(p-tolyl)methyl)phosphonate
  参考文献：
  名称：

  One-pot synthesis of α-aminophosphonates catalyzed by antimony trichloride adsorbed on alumina

  摘要：

  SbCl3 adsorbed on Al2O3 is found to be an efficient and recyclable catalyst in promoting three-component coupling reactions of aldehydes (aromatic and aliphatic), amines (aryl amines, aliphatic amines and esters of S-cc-amino acids) and dialkylphosphites to afford the corresponding alpha-aminophosphonates in high yields. The ethyl ester of S-phenylalanine was observed to yield the corresponding ot-aminophosphonate with S,S-diastereoisomer formed in dominance over the S,R-diastereoisomer. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.02.047

文献信息

• Synthesis, characterization and application of nitrogen–sulfur-doped carbon spheres as an efficient catalyst for the preparation of novel α-aminophosphonates
  作者：Mina Taheri-Torbati、Hossein Eshghi、Seyyed Amin Rounaghi、Ali Shiri、Mahdi Mirzaei

  DOI：10.1007/s13738-017-1135-8

  日期：2017.9

  Nitrogen–sulfur-doped carbon spheres (NS-CSs) were prepared from sucrose and thiourea through a simple hydrothermal process. NS-CSs were characterized by TEM, FTIR, TGA, XRD, Raman spectroscopy and elemental analyses. The results revealed that the synthesized carbon spheres have an amorphous structure with diameters of 300–500 nm. The microspherical carbon catalyst that is recyclable has been used in the synthesis of α-aminophosphonates derived from 2-aminobenzothiazoles. Three-component reaction was performed between 2-aminobenzothiazoles, aromatic aldehydes and trimethyl phosphite in the presence of NS-CSs as microorganocatalyst at 50 °C under solvent-free conditions in high yield.

  通过简单的水热法，以蔗糖和硫脲为原料制备了氮硫掺杂碳球（NS-CSs）。通过 TEM、FTIR、TGA、XRD、拉曼光谱和元素分析对掺氮硫碳球进行了表征。结果表明，合成的碳球具有直径为 300-500 nm 的无定形结构。这种可回收的微球碳催化剂被用于合成 2-氨基苯并噻唑衍生的 α-氨基膦酸盐。在 50 ℃ 无溶剂条件下，以 NS-CSs 为微生物催化剂，在 2-氨基苯并噻唑、芳香醛和亚磷酸三甲酯之间进行了三组分反应，产率很高。