2-(3-chloro-4-fluorophenylamino)-4-(4-bromophenyl)thiazole | 1198108-43-8

• 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-(3-chloro-4-fluorophenylamino)-4-(4-bromophenyl)thiazole
• 英文别名: 4-(4-bromophenyl)-N-(3-chloro-4-fluorophenyl)-1,3-thiazol-2-amine
• CAS: 1198108-43-8
• 化学式: C₁₅H₉BrClFN₂S
• 分子量: 383.671
• InChiKey: JEASCJDUUBFTQW-UHFFFAOYSA-N

物化性质

• 熔点：
  180 °C(Solvent: Ethanol)
• 沸点：
  488.6±55.0 °C(predicted)
• 密度：
  1.627±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  21
• 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：
  4

反应信息

• 作为反应物：
  描述：

  2-(3-chloro-4-fluorophenylamino)-4-(4-bromophenyl)thiazole 、 4-甲氧基苯甲醛 在 indium(III) chloride 作用下， 反应 0.17h， 以92%的产率得到
  参考文献：
  名称：

  三氯化铟催化合成一些新型 2,2'-(N,N'-二芳基氨基)-4,4'-二芳基-5,5'-亚芳基双噻唑及其杀虫活性

  摘要：

  一系列新型2,2'-(N,N'-二芳基氨基)-4,4'-二芳基-5,5'-亚芳基-双噻唑2采用非常规技术如微波或超声波照射，通过三氯化铟催化 2-(N-芳基氨基)-4-芳基噻唑 1 与各种芳醛的亲电取代反应。所有合成的化合物都根据其元素分析和光谱数据（IR、PMR 和质量）进行表征。还评估了合成的化合物对棉铃虫的杀虫活性，并给出了有希望的结果。© 2009 Wiley Periodicals, Inc. 杂原子化学 20:224–231, 2009; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20537

  DOI：

  10.1002/hc.20537
• 作为产物：
  描述：

  2,4'-二溴苯乙酮 、 (3-氯-4-氟苯基)硫脲 在 ammonium hydroxide 作用下， 以 乙醇 为溶剂， 反应 2.5h， 以97%的产率得到2-(3-chloro-4-fluorophenylamino)-4-(4-bromophenyl)thiazole
  参考文献：
  名称：

  Eco-Friendly Synthesis and Insecticidal Activity of Some Fluorinated 2-(N-Arylamino)-4-Arylthiazoles

  摘要：

  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.

  DOI：

  10.1080/10426500903036014

文献信息

• 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.
• Indium trichloride-catalyzed synthesis of some novel 2,2′-(<i>N</i>,<i>N</i>′-diarylamino)- 4,4′-diaryl-5,5′-arylidenebisthiazoles and their insecticidal activity
  作者：Ragini Gupta、Deepti Sharma、Prem Singh Verma

  DOI：10.1002/hc.20537

  日期：——

  A series of novel 2,2′-(N,N′-diarylamino)-4,4′-diaryl-5,5′-arylidene-bisthiazoles 2 were rapidly and smoothly prepared in good yields by using non conventional techniques i.e. microwave or ultrasonic irradiation, through indium trichloride catalyzed electrophilic substitution reaction of 2-(N-arylamino)-4-arylthiazoles 1 with various arylaldehydes. All the synthesized compounds were characterized on

  一系列新型2,2'-(N,N'-二芳基氨基)-4,4'-二芳基-5,5'-亚芳基-双噻唑2采用非常规技术如微波或超声波照射，通过三氯化铟催化 2-(N-芳基氨基)-4-芳基噻唑 1 与各种芳醛的亲电取代反应。所有合成的化合物都根据其元素分析和光谱数据（IR、PMR 和质量）进行表征。还评估了合成的化合物对棉铃虫的杀虫活性，并给出了有希望的结果。© 2009 Wiley Periodicals, Inc. 杂原子化学 20:224–231, 2009; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20537