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磺酸功能化磁性纳米粒子作为合成苯并[4,5]咪唑并[1,2-a]嘧啶衍生物、2-氨基苯并噻唑甲基萘酚和1-酰胺基烷基-2-萘酚的高效催化剂

Sulfonic Acid-Functionalized Magnetic Nanoparticles as an Efficient Catalyst for the Synthesis of Benzo[4, 5]imidazo[1, 2-a]pyrimidine Derivatives, 2-Aminobenzothia Zolomethylnaphthols and 1-Amidoalkyl-2-naphthols.

作者信息

Damghani Fatemeh K, Pourmousavi Seied A, Kiyani Hamzeh

机构信息

School of Chemistry, Damghan University, Damghan 36716-41167, Iran.

出版信息

Curr Org Synth. 2019;16(7):1040-1054. doi: 10.2174/1570179416666190725101422.

Abstract

BACKGROUND

Carbon-based sulfonated catalysts have several advantages but their separation by filtration is still a challenge. On the other hand, the synthesis of magnetic sulfonated carbon nanoparticle indicated that the magnetic separation could be an efficient way to separate the catalyst from the reaction mixture.

OBJECTIVE

In order to synthesize a separable magnetic Fe3O4@C-SO3H nanoparticle (MNPs) with high catalytic activity in organic transformation, three environmental-benign and low-cost sulfonic acidfunctionalized magnetic nanoparticle (Fe3O4@C-SO3H) were successfully synthesized.

MATERIALS AND METHODS

The Nano catalysts were prepared by solvothermal carbonization of Sucrose (Suc), Starch (Sta) or Cellulose (Cel) in the presence of Fe3O4 Nanoparticle and then grafting of the sulfonic groups on the surface of resulted Fe3O4@C nanoparticles in the presence of p-Toluenesulfonic. Then the Nano catalysts were characterized using XRD, FESEM and FT-IR.

RESULTS

Three Fe3O4@C-SO3H were successfully synthesized. The resulted MNPs were used for the synthesis of benzo [4, 5] imidazo[1, 2-a]-pyrimidine derivatives, 2/-aminobenzothiazolomethylnaphthols and 1-amidoalkyl-2-naphthols under solvent-free conditions in excellent yields. It was found that high catalytic activity and easy magnetic separation from the reaction mixture are important achievement with regard to the efficiency and reusability of the catalyst in synthesis.

CONCLUSION

The MNPs were synthesized and used as an efficient catalysts for the one-pot synthesis of benzo [4, 5] imidazo[1, 2-a]-pyrimidine derivatives, 2/-aminobenzothiazolomethylnaphthols, and 1-amidoalkyl-2- naphthols under solvent-free conditions in excellent yields. High catalytic activity and easy magnetic separation from the reaction mixture are two factors for evaluating the performance of Fe3O4@C-SO3H nanoparticles in the organic transformations.

摘要

背景

碳基磺化催化剂具有多种优势,但其通过过滤进行分离仍是一项挑战。另一方面,磁性磺化碳纳米颗粒的合成表明,磁分离可能是将催化剂从反应混合物中分离出来的一种有效方法。

目的

为了合成一种在有机转化中具有高催化活性的可分离磁性Fe3O4@C-SO3H纳米颗粒(MNPs),成功合成了三种环境友好且低成本的磺酸功能化磁性纳米颗粒(Fe3O4@C-SO3H)。

材料与方法

通过在Fe3O4纳米颗粒存在下对蔗糖(Suc)、淀粉(Sta)或纤维素(Cel)进行溶剂热碳化,然后在对甲苯磺酸存在下将磺酸基团接枝到所得Fe3O4@C纳米颗粒表面来制备纳米催化剂。然后使用XRD、FESEM和FT-IR对纳米催化剂进行表征。

结果

成功合成了三种Fe3O4@C-SO3H。所得的MNPs用于在无溶剂条件下合成苯并[4,5]咪唑并[1,2-a]嘧啶衍生物、2'-氨基苯并噻唑基甲基萘酚和1-酰胺基烷基-2-萘酚,产率优异。发现在合成中,高催化活性以及易于从反应混合物中进行磁分离是关于催化剂效率和可重复使用性的重要成果。

结论

合成了MNPs,并将其用作在无溶剂条件下一锅法合成苯并[4,5]咪唑并[1,2-a]嘧啶衍生物、2'-氨基苯并噻唑基甲基萘酚和1-酰胺基烷基-2-萘酚的高效催化剂,产率优异。高催化活性和易于从反应混合物中进行磁分离是评估Fe3O4@C-SO3H纳米颗粒在有机转化中性能的两个因素。

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