2-(3-chloro-4-fluorophenylamino)-4-(4-chlorophenyl)thiazole | 1239982-52-5

• 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-chlorophenyl)thiazole
• 英文别名: N-(3-chloro-4-fluorophenyl)-4-(4-chlorophenyl)-1,3-thiazol-2-amine
• CAS: 1239982-52-5
• 化学式: C₁₅H₉Cl₂FN₂S
• 分子量: 339.22
• InChiKey: WPHNGEAHBRYVKQ-UHFFFAOYSA-N

物化性质

• 熔点：
  110 °C(Solvent: Ethanol)
• 沸点：
  471.6±55.0 °C(predicted)
• 密度：
  1.464±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 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

• 作为产物：
  描述：

  2'-溴-4-氯苯乙酮 、 (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97.3%的产率得到2-(3-chloro-4-fluorophenylamino)-4-(4-chlorophenyl)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.