4-bromo-5-methoxy-2-(pyrid-2-yl)thiazole

• 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-bromo-5-methoxy-2-(pyrid-2-yl)thiazole
• 英文别名: 4-bromo-5-methoxy-2-(2-pyridyl)thiazole；2 BMPT；4-Bromo-5-methoxy-2-(2-pyridyl)-thiazole；4-bromo-5-methoxy-2-pyridin-2-yl-1,3-thiazole
• 化学式: C₉H₇BrN₂OS
• 分子量: 271.137
• InChiKey: WFYLTYFDSHDTJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-bromo-5-methoxy-2-(pyrid-2-yl)thiazole 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 7.0h， 生成 1,2-bis[5-methoxy-2-(2-pyridyl)thiazole-4-yl]perfluorocyclopentene
  参考文献：
  名称：

  Molecular Keypad Locks Based on Gated Photochromism and Enhanced Fluorescence by Protonation Effects

  摘要：

  作为“锁定-解锁”系统，门控光致变色通常用于光学存储材料的无损读取。在本文中，我们通过引入门控光致变色成功地构建了分子键盘锁。我们制备了一系列基于荧光5-甲氧基-2-吡啶基噻唑的二芳基乙烯化合物（DAE），并将其表征为光致变色荧光开关。所报道的DAE的质子化导致质子化锁定光反应性，即门控光致变色和荧光增强。然后成功地构建了分子键盘锁，其还具有“一键”锁定操作的特点。

  DOI：

  10.1007/s10895-014-1397-9
• 作为产物：
  描述：

  5-methoxy-2-(2-pyridyl)thiazole 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 氯仿 为溶剂， 以93.6%的产率得到4-bromo-5-methoxy-2-(pyrid-2-yl)thiazole
  参考文献：
  名称：

  Molecular Keypad Locks Based on Gated Photochromism and Enhanced Fluorescence by Protonation Effects

  摘要：

  作为“锁定-解锁”系统，门控光致变色通常用于光学存储材料的无损读取。在本文中，我们通过引入门控光致变色成功地构建了分子键盘锁。我们制备了一系列基于荧光5-甲氧基-2-吡啶基噻唑的二芳基乙烯化合物（DAE），并将其表征为光致变色荧光开关。所报道的DAE的质子化导致质子化锁定光反应性，即门控光致变色和荧光增强。然后成功地构建了分子键盘锁，其还具有“一键”锁定操作的特点。

  DOI：

  10.1007/s10895-014-1397-9

文献信息

• Optical sensors based on functionalized mesoporous silica SBA-15 for the detection of multianalytes (H+ and Cu2+) in water
  作者：Le-Le Li、Hao Sun、Cheng-Jie Fang、Jun Xu、Jing-Yi Jin、Chun-Hua Yan

  DOI：10.1039/b708857d

  日期：——

  A novel fluorescent chemosensing material (2-MPT-SBA-15) for multianalyte detection in water was prepared through the functionalization of mesoporous silica (SBA-15) with a fluorescent chromophore, 5-methoxy-2-thiazoles (2-MPT). The characterization of the obtained material 2-MPT-SBA-15 shows that the organized structure is preserved after the post-grafting procedure. This hybrid material not only displayed pH sensitive fluorescent behavior with a dual-emission in the range of 1 to 5.7, but is also an optical sensor for the sensitive and selective detection of Cu2+ ions in water. Furthermore, both the sensing detection of pH and Cu2+ are very fast and reproducible.

  通过用荧光发色团 5-甲氧基-2-噻唑 (2-MPT) 功能化介孔二氧化硅 (SBA-15)，制备了一种用于水中多分析物检测的新型荧光化学传感材料 (2-MPT-SBA-15)。所获得的材料 2-MPT-SBA-15 的表征表明，在后接枝过程后，有组织的结构得以保留。这种杂化材料不仅表现出pH敏感的荧光行为，在1至5.7范围内双发射，而且还是一种用于灵敏、选择性检测水中Cu2+离子的光学传感器。此外，pH 和 Cu2+ 的传感检测都非常快速且可重复。
• Synthesis of a solvent-sensitive highly fluorescent derivative of perfluorocyclopentene
  作者：Zhan-Xian Li、Wei Sun、Yan-Feng Yue、Ming-Hua Zheng、Chun-Hu Xu、Jing-Yi Jin、Chen-Jie Fang、Chun-Hua Yan

  DOI：10.1016/j.tetlet.2007.08.086

  日期：2007.10

  A solvent-sensitive highly fluorescent compound, N-[2-(1',3',4',4',5',5'-hexafluorocyclopentenyl)]-4-(5-methoxy-thiazolyl)pyridine (1D) was synthesized as an unexpected product of the reaction of 4-bromo-5-methoxy-2-(4-pyridyl)thiazole (1B) with perfluorocyclopentene in the presence of n-BuLi. Primary mechanism of this reaction was proposed, and the photophysical properties of 1D in different solvents were studied. (C) 2007 Elsevier Ltd. All rights reserved.
• Molecular Keypad Locks Based on Gated Photochromism and Enhanced Fluorescence by Protonation Effects
  作者：Ming-Hua Zheng、Wei Sun、Jing-Yi Jin、Chun-Hua Yan

  DOI：10.1007/s10895-014-1397-9

  日期：2014.7

  Being a “lock-unlock” system, gated photochromism is generally applied in nondestructive readout for optical memory materials. In the presented paper, we successfully constructed molecular keypad locks by introduction of the gated photochromism. A series of diarylethenes compounds (DAEs) based on fluorescent 5-methoxy-2-pyridyl thiazoles, were prepared and then characterized as photochromic fluorescent switches. Protoantion of the reported DAEs resulted in both protonation-locked photo-reactivities, i.e., gated photochromism, and enhancement of fluorescence. Molecular keypad locks were then successfully constructed, which are also featured by “one-key” lock operation.

  作为“锁定-解锁”系统，门控光致变色通常用于光学存储材料的无损读取。在本文中，我们通过引入门控光致变色成功地构建了分子键盘锁。我们制备了一系列基于荧光5-甲氧基-2-吡啶基噻唑的二芳基乙烯化合物（DAE），并将其表征为光致变色荧光开关。所报道的DAE的质子化导致质子化锁定光反应性，即门控光致变色和荧光增强。然后成功地构建了分子键盘锁，其还具有“一键”锁定操作的特点。