2-phenyl-4-(2-thienyl)thiazole | 113214-23-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-phenyl-4-(2-thienyl)thiazole
• 英文别名: 4-(2'-Thienyl)-2-phenyl-aminothiazol；2-phenyl-4-thiophen-2-yl-thiazole；Thiazole, 2-phenyl-4-(2-thienyl)-；2-phenyl-4-thiophen-2-yl-1,3-thiazole
• CAS: 113214-23-6
• 化学式: C₁₃H₉NS₂
• mdl: MFCD00729025
• 分子量: 243.353
• InChiKey: GSMJPRNOHKQEAG-UHFFFAOYSA-N

物化性质

• 熔点：
  69-71 °C
• 沸点：
  410.3±37.0 °C(Predicted)
• 密度：
  1.266±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-iodo-2-phenylthiazole 、 噻吩-2-硼酸频哪醇酯 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以86%的产率得到2-phenyl-4-(2-thienyl)thiazole
  参考文献：
  名称：

  A guideline for the arylation of positions 4 and 5 of thiazole via Pd-catalyzed cross-coupling reactions

  摘要：

  The arylation of thiazoles in 4- and 5-position was investigated in detail. Suzuki-Miyaura and Stille cross-coupling reactions were tested using thiazoles either as halide or organometal species. The obtained results were critically compared to develop helpful guidelines for selection of the cross-coupling methodology with the best potential for good and reliable results for a given synthetic problem without the need for tedious optimization of reaction parameters. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.07.081

文献信息

• Compostions and Methods for Controlling Nematodes
  申请人：Williams Deryck J.

  公开号：US20090048311A1

  公开（公告）日：2009-02-19

  Compositions and processes for controlling nematodes are described herein, e.g., nematodes that infest plants or animals. The compounds include oxazoles, oxadiazoles and thiadiazoles.

  本文描述了用于控制线虫的组合物和过程，例如侵害植物或动物的线虫。这些化合物包括噁唑、噁二唑和噻二唑。
• [EN] COMPOSITIONS AND METHODS FOR IMPROVING AGRONOMIC CHARACTERISTICS OF PLANTS<br/>[FR] COMPOSITIONS ET PROCÉDÉS DESTINÉS À AMÉLIORER DES CARACTÉRISTIQUES AGRONOMIQUES DE PLANTES
  申请人：MONSANTO TECHNOLOGY LLC

  公开号：WO2016100766A1

  公开（公告）日：2016-06-23

  Compounds, compositions and methods for improving one or more agronomic characteristics of desired crop plants are described herein. The compounds include oxazoles, oxadiazoles and thiadiazoles.

  本文描述了改善所需作物植物一种或多种农艺特性的化合物、组合物和方法。这些化合物包括噁唑、噁二唑和噻二唑。
• Comparing the Reactivity of the 4- and 5-Positions of 2-Phenylthiazoles in Stille Cross-Coupling Reactions
  作者：Peter Stanetty、Johanna Hämmerle、Michael Schnürch

  DOI：10.1055/s-2007-990972

  日期：2007.12

  A systematic study of the cross-coupling capability of 4- and 5-substituted 2-phenylthiazoles under Stille conditions is presented. Two cross-coupling options were investigated: 1) combination of thiazolylstannanes with various aryl(hetaryl) halides and, 2) reaction of halothiazoles with PhSn(Bu)3 as coupling partner. The results obtained from the cross-coupling reactions on the 4- and 5-positions of the thiazole system were compared regarding the influence of the position of the halide (Br, I) and the Bu3Sn group on both coupling partners. A broad selection of aromatic and heteroaromatic halides was coupled in order to establish a general reactivity platform for this heterocyclic system.

  本文系统研究了在Stille反应条件下4-和5-取代的2-苯基噻唑的交叉偶联能力。研究了两种交叉偶联选项：1）噻唑基锡化物与各种芳基（杂芳基）卤化物的组合；2）以PhSn(Bu)3作为偶联伙伴进行卤噻唑的反应。比较了在噻唑体系的4位和5位上的交叉偶联反应的结果，分析了卤化物（溴、碘）和Bu3Sn基团在两种偶联伙伴上的位置影响。通过偶联大量芳香和杂芳香卤化物，建立了该杂环体系的一般反应性平台。
• A Comparative Study on Stille Cross-Coupling Reactions of 2-Phenylthiazoles and 2-Phenyloxazoles
  作者：Peter Stanetty、Johanna Hämmerle、Markus Spina、Michael Schnürch、Marko Mihovilovic

  DOI：10.1055/s-2008-1067263

  日期：2008.10

  A systematic study of the cross-coupling capability of the 4- and 5-positions of 2-phenylthiazoles and -oxazoles under Stille conditions is presented. The azoles were both applied as stannanes and as the halide component. The obtained results were compared regarding the position of the halide and Bu3Sn group. In order to establish a general reactivity platform for those heterocyclic systems, a broad variety of aromatic and heteroaromatic halides were coupled and some significant differences concerning the coupling properties of the investigated systems were observed.

  本文系统研究了在Stille条件下2-苯基噻唑和-噁唑的4位和5位的交叉偶联能力。噁唑既可用作锡烷，也可用作卤化物成分。将所得结果与卤化物和Bu3Sn基团的位置进行了比较。为了建立这些杂环系统的通用反应平台，对多种芳香和杂芳卤化物进行了偶联，并观察到所研究系统的偶联性质存在一些显著差异。
• COMPOSITIONS AND METHODS FOR CONTROLLING NEMATODES
  申请人：Monsanto Technology LLC

  公开号：US20130296166A1

  公开（公告）日：2013-11-07

  Compositions and processes for controlling nematodes are described herein, e.g., nematodes that infest plants or animals. The compounds include oxazoles, oxadiazoles and thiadiazoles.

  本文描述了用于控制寄生在植物或动物上的线虫的组合物和过程，例如包括噁唑、噁二唑和噻二唑的化合物。