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NiFe2O4@SiO2 @amino Glucose Magnetic Nanoparticle under Solvent-free Condition: A New, mild, Simple and Effective Avenue for the Synthesis of Quinazolinone, Imidazo[1,2-a]Pyrimidinone and Novel Derivatives of Amides.
Current Organic Synthesis ( IF 1.8 ) Pub Date : 2020-01-01 , DOI: 10.2174/1570179417666200409151330
Leila Z Fekri 1
Affiliation  

BACKGROUND Imidazo[1,2-a]pyrimidinone, quinazolinone and amide derivatives have attracted a lot of interest because of their broad scope of biological and pharmacological activities. There are a lot of methods reported in the literature for their synthesis. Therefore, we became interested in developing a convenient synthetic method for the preparation of imidazoquinazolinone and amide derivatives. OBJECTIVE NiFe2O4@SiO2 @glucose amine were synthesized, characterized and have been used for the green, effective and mild multicomponent synthesis of quinazolinones, benzoimidazo[1,2-a]pyrimidinones and amides under solvent-free conditions in short reaction times and excellent yields. To expand of the scope of this avenue, multicomponent synthesis of mono and bis novel amides was tested for the first time. All of the products were characterized by mp, FT-IR, NMR and elemental analysis. METHODS Aldehyde (1mmol), 2-amino benzimidazole (1 mmol), dimedone (1mmol) or indane-1,3-dione (1 mmol) for the synthesis of quinazoline or imidazopyrimidinones and arene (1mmol), anhydride (1mmol), 2- aminobenzimidazole (1mmol) for the synthesis of amides in the nanocatalyst NiFe2O4@SiO2@glucose amine (0.15mol%: 0.05g) were stirred by a magnet for the required reaction time. After completion of the reaction, as indicated by TLC, the products were collected and recrystallized from ethanol if necessary. RESULTS We present a novel avenue for the synthesis of benzimidazo[1,2-a] pyrimidinones, quinazolinones and amides in the presence of NiFe2O4@SiO2@glucose amine under solvent-free conditions. CONCLUSION In conclusion, we developed NiFe2O4@SiO2 @glucose amine-catalysed multicomponent synthesis of quinazolinones and imidazo[1,2-a]pyrimidinones using the reaction of benzaldehyde, dimedone or indane-dione and 2-aminobenzimidazole and multicomponent synthesis of amides using arenes, cyclic anhydrides and 2-aminobenzimidazole by a solvent-free technique. This method proves to be a robust and innovative approach for the synthesis of a biologically important structure. The operational simplicity, the excellent yields of products, ease of separation and recyclability of the magnetic catalyst, waste reduction and high selectivity are the main advantages of this method. Furthermore, this new avenue is cheap and environmentally benign.

中文翻译:

NiFe2O4@SiO2@氨基葡萄糖磁性纳米粒子在无溶剂条件下:合成喹唑啉酮、咪唑并[1,2-a]嘧啶酮和新型酰胺衍生物的新途径。

背景咪唑并[1,2-a]嘧啶酮、喹唑啉酮和酰胺衍生物由于其广泛的生物学和药理活性而引起了广泛的兴趣。文献中报道了许多合成方法。因此,我们对开发一种方便的合成方法来制备咪唑并喹唑啉酮和酰胺衍生物产生了兴趣。目标 NiFe2O4@SiO2@glucose 胺被合成、表征并用于绿色、有效和温和的多组分合成喹唑啉酮、苯并咪唑并 [1,2-a] 嘧啶酮和酰胺,在无溶剂条件下,反应时间短,产率高. 为了扩大这条途径的范围,首次测试了单和双新型酰胺的多组分合成。所有产品的特征在于 mp,FT-IR、NMR和元素分析。方法 醛 (1mmol)、2-氨基苯并咪唑 (1mmol)、二甲酮 (1mmol) 或茚满-1,3-二酮 (1mmol) 用于合成喹唑啉或咪唑并嘧啶酮和芳烃 (1mmol),酸酐 (1mmol),2 - 氨基苯并咪唑(1mmol)用于在纳米催化剂中合成酰胺NiFe2O4@SiO2@葡萄糖胺(0.15mol%:0.05g)通过磁铁搅拌所需的反应时间。反应完成后,如TLC所示,收集产物,必要时用乙醇重结晶。结果 我们提出了一种在无溶剂条件下,在 NiFe2O4@SiO2@葡萄糖胺存在下合成苯并咪唑并[1,2-a] 嘧啶酮、喹唑啉酮和酰胺的新途径。结论 总之,我们开发了 NiFe2O4@SiO2 @葡萄糖胺催化的喹唑啉酮和咪唑并[1,2-a]嘧啶酮的多组分合成,使用苯甲醛、二甲酮或茚满二酮与 2-氨基苯并咪唑的反应,以及使用芳烃、环酐和酸酐的多组分合成酰胺。 2-氨基苯并咪唑通过无溶剂技术。该方法被证明是合成具有生物学重要性的结构的稳健且创新的方法。该方法的主要优点是操作简单、产品收率高、磁性催化剂易于分离和回收利用、减少废物和高选择性。此外,这条新途径便宜且环保。二甲酮或茚满二酮和 2-氨基苯并咪唑以及通过无溶剂技术使用芳烃、环酐和 2-氨基苯并咪唑多组分合成酰胺。该方法被证明是合成具有生物学重要性的结构的稳健且创新的方法。该方法的主要优点是操作简单、产品收率高、磁性催化剂易于分离和回收利用、减少废物和高选择性。此外,这条新途径便宜且环保。二甲酮或茚满二酮和 2-氨基苯并咪唑以及通过无溶剂技术使用芳烃、环酐和 2-氨基苯并咪唑多组分合成酰胺。该方法被证明是合成具有生物学重要性的结构的稳健且创新的方法。该方法的主要优点是操作简单、产品收率高、磁性催化剂易于分离和回收利用、减少废物和高选择性。此外,这条新途径便宜且环保。该方法的主要优点是磁性催化剂易于分离和回收,废物减少和高选择性。此外,这条新途径便宜且环保。该方法的主要优点是磁性催化剂易于分离和回收,废物减少和高选择性。此外,这条新途径便宜且环保。
更新日期:2020-01-01
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