Eco-friendly synthesis and antimicrobial activities of some 1-phenyl-3(5-bromothiophen-2-yl)-5-(substituted phenyl)-2-pyrazolines.

Ramalingam Sasikala, Kannan Thirumurthy, Perumal Mayavel, Ganesamoorthy Thirunarayanan
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引用次数: 17

Abstract

Unlabelled:

Background: Green catalyst fly ash: H2SO4 was prepared by mixing fly ash and sulphuric acid. Microwave irradiations are applied for solid phase cyclization of 5-bromo-2-thienyl chalcones and phenyl hydrazine hydrate in the presence of fly ash: H2SO4 yields, 1-phenyl-3(5-bromothiophen-2-yl)-5-(substituted phenyl)-2-pyrazolines. These pyrazolines were characterized by their physical constants and spectral data. The antimicrobial activities of all synthesized pyrazolines have been studied.

Results: Scanning electron microscopy (SEM) analysis shows the morphology changes between fly ash and the catalyst fly ash: H2SO4. The SEM photographs with the scale of 1 and 50 μm show the fly-ash particle is corroded by H2SO4 (indicated by arrow mark), and this may be due to dissolution of fly ash by H2SO4. The yields of 1-phenyl-3(5-bromothiophen-2-yl)-5-(substituted phenyl)-2-pyrazolines is more than 75% using this catalyst under microwave heating. All pyrazolines showed moderate activities against antimicrobial strains.

Conclusion: We have developed an efficient catalytic method for synthesis of 1-phenyl-3(5-bromothiophen-2-yl)-5-(substituted phenyl)-2-pyrazolines by solid phase cyclization using a solvent-free environmentally greener catalyst fly ash: H2SO4 under microwave irradiation between aryl chalcones and hydrazine hydrate. This reaction protocol offers a simple, economical, environment friendly, non-hazardous, easier work-up procedure, and good yields. All synthesized pyrazoline derivatives showed moderate antimicrobial activities against bacterial and fungal strains.

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一些1-苯基-3(5-溴噻吩-2-基)-5-(取代苯基)-2-吡唑啉的环保合成及其抗菌活性
背景:绿色催化剂粉煤灰:H2SO4由粉煤灰和硫酸混合制备。在粉煤灰的存在下,采用微波辐照对5-溴-2-噻吩基查尔酮和水合苯基肼进行固相环化反应,H2SO4得到1-苯基-3(5-溴-2-基)-5-(取代苯基)-2-吡唑啉。用物理常数和光谱数据对这些吡唑啉进行了表征。对所有合成的吡唑啉类化合物的抑菌活性进行了研究。结果:扫描电镜(SEM)分析显示了粉煤灰与催化剂粉煤灰H2SO4之间的形貌变化。1 μm和50 μm的SEM照片显示,粉煤灰颗粒被H2SO4腐蚀(箭头标记),这可能是由于H2SO4溶解了粉煤灰。在微波加热条件下,1-苯基-3(5-溴噻吩-2-基)-5-(取代苯基)-2-吡唑啉的产率可达75%以上。所有吡唑啉类抗菌菌均表现出中等抑菌活性。结论:在芳基查尔酮和水合肼之间的微波辐射下,以无溶剂环保催化剂H2SO4为催化剂,建立了一种高效的固相环化合成1-苯基-3(5-溴噻吩-2-基)-5-(取代苯基)-2-吡唑啉的方法。该反应方案具有简单、经济、环保、无危险、易于处理、产率高等优点。所有合成的吡唑啉衍生物对细菌和真菌均有中等抑菌活性。
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