2-[3-(4-bromophenyl)-1-phenyl-1H-pyrazol-4-yl]-1,3-benzothiazole | 1013120-87-0

• 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-[3-(4-bromophenyl)-1-phenyl-1H-pyrazol-4-yl]-1,3-benzothiazole
• 英文别名: 2-[3-(4-bromophenyl)-1-phenyl-1H-pyrazol-4-yl]benzothiazole；2-[3-(4-bromophenyl)-1-phenyl-1H-pyrazol-4-yl]benzo[d]thiazole；2-[3-(4-Bromophenyl)-1-phenyl-1h-pyrazol-4-yl]benzo[d]thiazole；2-[3-(4-bromophenyl)-1-phenylpyrazol-4-yl]-1,3-benzothiazole
• CAS: 1013120-87-0
• 化学式: C₂₂H₁₄BrN₃S
• 分子量: 432.343
• InChiKey: AZTRJVQGWJDZMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  59
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-溴苯乙酮苯腙 在 二氯二甲基硅烷 、 三氯氧磷 作用下， 以 苯 为溶剂， 生成 2-[3-(4-bromophenyl)-1-phenyl-1H-pyrazol-4-yl]-1,3-benzothiazole
  参考文献：
  名称：

  Novel, Mild, and Highly Efficient Method for the Synthesis of 2-Arylbenzothiazoles by the Oxidation of 2-Arylbenzothiazolines with Silicon Lewis Acids

  摘要：

  Oxidation of structurally diverse 2-arylbenzothiazolines to give the corresponding 2-arylbenzothiazoles has been carried out in benzene using dimethyldichlorosilane and trimethylchlorosilane. Short reaction times, mild reaction conditions, easy and quick isolation of the products, and excellent yields are the main advantages of this procedure.

  DOI：

  10.1080/00397910903531896

文献信息

• Oxidative cyclization of thiophenolic and phenolic Schiff's bases promoted by PCC: a new oxidant for 2-substituted benzothiazoles and benzoxazoles
  作者：C. Praveen、K. Hemanth Kumar、D. Muralidharan、P.T. Perumal

  DOI：10.1016/j.tet.2008.01.004

  日期：2008.3

  Pyridinium chlorochromate (PCC) supported on silica gel effects the oxidative cyclization of structurally diverse thiophenolic and phenolic Schiff's bases, thereby providing an efficient and convenient method for the synthesis of a library of 2-arylbenzothiazoles and 2-arylbenzoxazoles.

  硅胶上负载的氯铬酸吡啶鎓（PCC）可以对结构多样的硫酚和酚Schiff碱进行氧化环化，从而为合成2-芳基苯并噻唑和2-芳基苯并恶唑的库提供了一种高效便捷的方法。
• Microwave-assisted one-pot synthesis of benzothiazole and benzoxazole libraries as analgesic agents
  作者：C PRAVEEN、A NANDAKUMAR、P DHEENKUMAR、D MURALIDHARAN、P T PERUMAL

  DOI：10.1007/s12039-012-0251-3

  日期：2012.5

  Microwave-assisted synthesis of benzothiazole and benzoxazole libraries via PIFA promoted cyclocondensation of 2-aminothiophenols/2-aminophenols with aldehydes under one-pot condition in good to excellent yields was achieved. Twenty compounds have been investigated for their analgesic activity and showed moderate to good activity.

  通过一锅法条件下，利用PIFA促进的2-氨基硫酚/2-氨基酚与醛的环化缩合反应，实现了苯并噻唑和苯并噁唑库的微波辅助合成，产率良好至优秀。对二十个化合物进行了镇痛活性研究，显示出中等至良好的活性。
• Solvent-Free One Pot Synthesis of 2-aryl/Heteroarylbenzothiazoles Using Hypervalent Iodine (III) Reagents
  作者：Parvin Kumar、Meenakshi、Sunil Kumar、Ashwani Kumar、Khalid Hussain、Suresh Kumar

  DOI：10.1002/jhet.962

  日期：2012.9

  one‐pot and simple synthesis of 2‐aryl/heteroarylbenzothiazoles by the reaction of 2‐aminothiophenol and aryl/heteroaryl aldehydes mediated by hypervalent iodine (III) reagents under solvent‐free condition at room temperature is demonstrated. All the reactions were carried out by grinding the reactants (2‐aminothiophenol and aryl/heteroaryl aldehydes) with hypervalent iodine (III) reagents in a mortar with

  在本文中，在室温下无溶剂的条件下，由高价碘（III）试剂介导的2-氨基硫酚与芳基/杂芳基醛的反应，可以有效，环保，简单地合成2-芳基/杂芳基苯并噻唑被证明。所有反应均通过在带有研钵的研钵中将反应物（2-氨基硫酚和芳基/杂芳基醛）与高价碘（III）试剂一起研磨来进行。与碘代苯二乙酸酯相比，苯基碘双三氟乙酸酯在反应时间方面可作为一种有效的氧化剂，但收率却相当。该方案的优点是一步操作，反应条件温和，产物收率高且无副反应。