2-(4-bromophenylamino)-4-(4-bromophenyl)thiazole | 107943-12-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4-bromophenylamino)-4-(4-bromophenyl)thiazole
• 英文别名: 2-(p-bromophenyl)amino-4-(p-bromophenyl)thiazole；N,4-bis(4-bromophenyl)thiazol-2-amine；(4-bromo-phenyl)-[4-(4-bromo-phenyl)-thiazol-2-yl]-amine；(4-Brom-phenyl)-[4-(4-brom-phenyl)-thiazol-2-yl]-amin；N,4-bis(4-bromophenyl)-1,3-thiazol-2-amine
• CAS: 107943-12-4
• 化学式: C₁₅H₁₀Br₂N₂S
• 分子量: 410.132
• InChiKey: BAFHUKFQGHDAQH-UHFFFAOYSA-N

物化性质

• 熔点：
  133-134 °C
• 沸点：
  505.0±60.0 °C(Predicted)
• 密度：
  1.739±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  53.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-溴苯乙酮 在 三氯异氰尿酸 、 potassium carbonate 、 对甲苯磺酸 作用下， 反应 8.0h， 生成 2-(4-bromophenylamino)-4-(4-bromophenyl)thiazole
  参考文献：
  名称：

  通过一锅顺序的酸和碱介导的反应，从酮中机械化学固态合成2-氨基噻唑，喹喔啉和苯甲酰苯并呋喃†

  摘要：

  α氯酮-通过用三氯异氰尿酸（TCCA）在存在酮的原子经济氯化得到的p被设置为与硫脲/氨基硫脲，顺序碱介导的缩合反应- -tsa球磨条件下ö -苯二胺和水杨醛分别以可观的收率得到2-氨基噻唑，2-肼基噻唑，喹喔啉和苯甲酰基苯并呋喃。因此证明了在球磨条件下一锅顺序酸和碱介导的固态反应的可行性。

  DOI：

  10.1039/c6ob00351f

文献信息

• Aryliodoazide Synthons: A Different Approach for Diversified Synthesis of 2-Aminothiazole, 1,3-Thiazole, and 1,3-Selenazole Scaffolds
  作者：Sahar Majnooni、Joseph Duffield、Jessica Price、Ahmad Reza Khosropour、Hassan Zali-Boeini、Hudson Beyzavi

  DOI：10.1021/acscombsci.9b00045

  日期：2019.7.8

  Several straightforward and practical processes have been established for the construction of 2-aminothiazoles, 1,3-thiazoles and 1,3-selenazoles from aryliodoazides. These strategies successfully proceed with a wide spectrum of substituted thioamides and its derivatives producing the resulting five-membered heterocycles obtained in satisfactory yields. The unique features of these protocols are operational

  已经建立了几种直接且实用的方法来从芳基碘化物构建 2-氨基噻唑、1,3-噻唑和 1,3-硒唑。这些策略成功地使用了广泛的取代硫代酰胺及其衍生物，产生了以令人满意的产率获得的五元杂环。这些协议的独特之处在于操作简单和高度官能团耐受性，这使其成为制备各种 2-氨基噻唑、1,3-噻唑和 1,3-硒唑库的方便实用的途径。
• Eco-Friendly Synthesis and Insecticidal Activity of Some Fluorinated 2-(N-Arylamino)-4-Arylthiazoles
  作者：Ragini Gupta、Deepti Sharma、Swaroop Singh

  DOI：10.1080/10426500903036014

  日期：2010.6.30

  A series of fluorinated 2-(N-arylamino)-4-arylthiazoles (3) was synthesized by the condensation of appropriate arylthioureas (2) with corresponding -bromoacetophenones (1) by using ogreen chemistryo techniques, viz. mechanochemical mixing and microwave or ultrasonic irradiation. Compared with conventional procedures, the reaction can be carried out under milder conditions, requiring a shorter reaction time and giving higher yields following the green chemistry methodology. All the synthesized compounds were characterized on the basis of elemental analyses and spectral data (IR, 1H NMR, and mass spectrometry). Representative compounds were also evaluated for their insecticidal activity against Helicoverpa armigera, and some of them showed promising activity. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.