2-(1,3-diphenyl-1H-pyrazol-4-yl)-1,3-benzothiazole | 1234478-51-3

• 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-(1,3-diphenyl-1H-pyrazol-4-yl)-1,3-benzothiazole
• 英文别名: 2-(1,3-diphenyl-1H-pyrazol-4-yl)benzothiazole；2-(1,3-Diphenylpyrazol-4-yl)-1,3-benzothiazole
• CAS: 1234478-51-3
• 化学式: C₂₂H₁₅N₃S
• 分子量: 353.447
• InChiKey: AQRWYXQFQUMUIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  26
• 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：

  1,3-二苯-1H-吡唑-4-甲醛 在 三甲基氯硅烷 作用下， 以 苯 为溶剂， 生成 2-(1,3-diphenyl-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

• Synthesis of 2-Arylbenzothiazoles Catalyzed by Biomimetic Catalyst, β-Cyclodextrin
  作者：Balaji S. Londhe、Umesh R. Pratap、Jyotirling R. Mali、Ramrao A. Mane

  DOI：10.5012/bkcs.2010.31.8.2329

  日期：2010.8.20

  Cyclocondensation of 2-aminothiophenol and aryl/heteryl aldehydes has been carried using biomimetic catalyst, $\beta$-Cyclodextrin in water and obtained 2-aryl/heteryl benzothiazoles with better to excellent yields. This biomimetic catalyzed route is simple, economic, and environmentally benign.

  使用仿生催化剂$\beta$-环糊精在水中对 2-氨基苯硫酚和芳基/杂环醛进行了环缩合反应，得到了 2-芳基/杂环苯并噻唑，收率从较好到极好。这种生物仿生催化路线简单、经济、环保。
• 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。
• Synthesis and Antimicrobial Activities of Novel 2-[substituted-1<i>H</i>-pyrazol-4-yl] Benzothiazoles, Benzoxazoles, and Benzimidazoles
  作者：Vikas S. Padalkar、Bhushan N. Borse、Vinod D. Gupta、Kiran R. Phatangare、Vikas S. Patil、Nagaian Sekar

  DOI：10.1002/jhet.1506

  日期：2016.9

  find a new class of antimicrobial agents, a series of novel substituted benzimidazole, benzoxazole, and benzothiazole derivatives 6 containing pyrazole moiety have been synthesized by reaction of 3‐aryl‐4‐formyl pyrazole 4 with substituted phenylenediamine or o‐aminophenol or o‐aminothiophenol 5. Reaction of phenyl hydrazine or 2‐hydrazinopyridine 1 with substituted acetophenones 2 gave the corresponding

  为了寻找一种新型的抗菌剂，通过3-芳基-4-甲酰基吡唑4与取代的苯二胺或邻氨基苯酚的反应合成了一系列含有吡唑部分的新型取代苯并咪唑，苯并恶唑和苯并噻唑衍生物6或邻氨基苯硫酚5。苯肼或2-肼基吡啶1与取代的苯乙酮2反应生成相应的3，在Vilsmeier-Haack与POCl 3 -DMF反应的情况下，生成取代的3-芳基-4-甲酰基吡唑4。所有最终化合物6a，图6b，图6c，图6d，图6e，图6f，6克，6H，6I，6J，6K均用于评估在体外的抗菌活性对大肠杆菌和金黄色葡萄球菌菌株和体外抗真菌活性白色念珠菌和黑曲霉菌株采用系列稀释法。抗菌活性表示为最小抑菌浓度，单位为µg / mL。含有苯并咪唑和苯并恶唑部分的化合物比苯并噻唑化合物具有更好的抗菌和抗真菌活性。
• Novel, Mild, and Highly Efficient Method for the Synthesis of 2-Arylbenzothiazoles by the Oxidation of 2-Arylbenzothiazolines with Silicon Lewis Acids
  作者：Sonika、Meenakshi、Rajesh Malhotra

  DOI：10.1080/00397910903531896

  日期：2010.12.21

  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.