4-(4-(((tert-butyl)dimethylsilyl)oxy)-2-(furan-2-yl)thiazol-5-yl)aniline | 1417902-16-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(4-(((tert-butyl)dimethylsilyl)oxy)-2-(furan-2-yl)thiazol-5-yl)aniline
• CAS: 1417902-16-9
• 化学式: C₁₉H₂₄N₂O₂SSi
• 分子量: 372.563
• InChiKey: BGNOUQFWFDOCTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.04
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  61.28
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-(4-(((tert-butyl)dimethylsilyl)oxy)-2-(furan-2-yl)thiazol-5-yl)aniline 、 2,4,6-triphenylpyrylium tetrafluoroborate 在 三乙胺 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 2.5h， 以63%的产率得到1-(4-(2-(furan-2-yl)-4-hydroxythiazol-5-yl)phenyl)-2,4,6-triphenylpyridin-1-ium tetrafluoroborate
  参考文献：
  名称：

  Synthesis, properties and quantum chemical evaluation of solvatochromic pyridinium-phenyl-1,3-thiazol-4-olate betaine dyes

  摘要：

  The syntheses and characterizations of four zwitterionic betaines are presented. These dyes possess an uncommon heterocyclic 1,3-thiazol-4-olate donor moiety. The natures of the HOMO/LUMO transitions and of the intramolecular charge-transfer state were assigned with the help of quantum chemical calculations. Multiple intermolecular solute/solvent interactions were discussed using linear solvation energy relationship (LSER) with Kamlet-Taft and Catalan parameters. The dyes show a pronounced negative solvatochromism ranging from lambda(max) 392 nm in TFE to 820 nm in THF (Delta lambda=428 nm or 1.65 eV). The X-ray structures of one of the tetrafluoroborate salts and of one of the betaines are discussed. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.12.016
• 作为产物：
  描述：

  呋喃-2-硫代甲酰胺 在 咪唑 、 palladium 10% on activated carbon 、 氢气 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 50.0 ℃ 、1.0 MPa 条件下， 反应 28.0h， 生成 4-(4-(((tert-butyl)dimethylsilyl)oxy)-2-(furan-2-yl)thiazol-5-yl)aniline
  参考文献：
  名称：

  Synthesis, properties and quantum chemical evaluation of solvatochromic pyridinium-phenyl-1,3-thiazol-4-olate betaine dyes

  摘要：

  The syntheses and characterizations of four zwitterionic betaines are presented. These dyes possess an uncommon heterocyclic 1,3-thiazol-4-olate donor moiety. The natures of the HOMO/LUMO transitions and of the intramolecular charge-transfer state were assigned with the help of quantum chemical calculations. Multiple intermolecular solute/solvent interactions were discussed using linear solvation energy relationship (LSER) with Kamlet-Taft and Catalan parameters. The dyes show a pronounced negative solvatochromism ranging from lambda(max) 392 nm in TFE to 820 nm in THF (Delta lambda=428 nm or 1.65 eV). The X-ray structures of one of the tetrafluoroborate salts and of one of the betaines are discussed. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.12.016