Preparation and application of a novel supported 3-(3-sulfamic acid imidazolium trifluoroacetate)propyl triethoxysilane

  • PDF / 1,472,000 Bytes
  • 18 Pages / 439.37 x 666.142 pts Page_size
  • 26 Downloads / 162 Views

DOWNLOAD

REPORT


Preparation and application of a novel supported 3‑(3‑sulfamic acid imidazolium trifluoroacetate)propyl triethoxysilane on magnetic nanoparticles as a new magnetic ionic liquid for the synthesis of triazole quinazolinones and fused pyrimidines Narjes Basirat1  Received: 17 March 2020 / Accepted: 12 September 2020 © Springer Nature B.V. 2020

Abstract Supported 3-(3-sulfamic acid imidazolium trifluoroacetate)propyl triethoxysilane on magnetic nanoparticles as a novel nanocatalyst was synthesized and characterized by FT-IR, XRD, TGA, SEM, TEM and VSM techniques. The catalytic activity of the magnetic catalyst was studied through one-pot synthesis of triazole quinazolinones and fused pyrimidine derivatives via one-pot multi-component reactions under thermal conditions. This catalyst demonstrated excellent catalytic properties with high percentage in short reaction times, low cost and easily separated using an external magnet and reusable without significant loss of its catalytic efficiency.

Electronic supplementary material  The online version of this article (https​://doi.org/10.1007/s1116​ 4-020-04271​-z) contains supplementary material, which is available to authorized users. * Narjes Basirat [email protected] 1



Department of Chemistry, Payame Noor University (PNU), Tehran, Iran

13

Vol.:(0123456789)

N. Basirat

Graphic abstract

Keywords  Novel magnetic catalyst · Ionic liquids · Triazole quinazolinones · Fused pyrimidines

Introduction Nanomaterials have attracted a great deal of interest in organic synthesis because of their high surface-to-volume ratio, which are responsible for the higher catalytic activity [1–3]. Surface functionalized iron oxide magnetic nanoparticles (MNPs) are a sort of novel functional materials, which have been widely used in biotechnology and catalysis [4–12]. Magnetic nanocatalysts can easily be separated and recovered from the products by an external magnet [13]. Multi-component reactions (MCRs) have proven to be a worthwhile asset in organic and medicinal chemistry [14, 15]. Such procedures can be used for drug design and drug discovery because of their simplicity, efficiency and high selectivity [15, 16]. MCRs can reduce the number of steps and present advantages, such as low energy consumption and minor to no waste production, leading to lookedfor environmentally friendly processes. Synthesis of bioactive and complex molecules should be facile, fast and efficient with minimal check-up in this methodology [14–16]. A method for the synthesis of these compounds is utilizing MRs. Among heterocycles, quinazolinones and triazolo-pyrimidine have attracted a major deal of consideration [17, 18] because of their therapeutic and pharmacological attributes in anti-HIV [19], muscle relaxant [14], neuroleptic [20], hypnotic [21], antihistaminic [22], anti-cancer [23]. There are many studies that have employed various catalysts

13

Preparation and application of a novel supported 3-(3-sulfamic…

R O

O

NH2

H + R 1

+ O 2

N N H

N

O SAITFA-PTES- MNPs (15 mg)

N N

Ethanol, Re