Co-aminobenzamid@Al-SBA-15: a favorable catalyst in synthesis of 2,3-dihydroquinazolin-4(1H)-ones

Javad Safaei-Ghomi,Raheleh Teymuri,Atefeh Bakhtiari

doi:10.1186/s13065-019-0517-7

Abstract

The novel hybrid Co-aminobenzamid@Al-SBA-15 was synthesized as a modified mesoporous catalyst. To achieve this aim, the obtained materials were investigated by various techniques including Fourier transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD), N2 adsorption–desorption, field emission scanning electron microscopy (FE-SEM) and transmission electron microscopy (TEM) to examine the functional groups, crystallinity, surface area, morphology, particle size distribution and amounts of functional groups, respectively. Co-aminobenzamid@Al-SBA-15 exhibits excellent catalytic activity for the synthesis of 2,3-dihydroquinazolin-4(1H)-ones under mild reaction conditions. The heterogeneous catalyst showed good recyclability and can be reused for ten consecutive cycles without significant loss of its catalytic activity.

Highlights

Nitrogen-containing fused-heterocycles are an integral part of biological and small molecule drugs or synthetic molecules [1] and physiologically active natural products [2]
After aminobenzamid@Al-SBA-15 coordinated with Co, this IR absorption peak shifted from 1617 to 1620 cm−1, which is indicative for the formation of a Co–ligand bond
The results above imply the presence of aminobenzamid bonded on the surface of Al-SBA-15, and that the molecular structure of these functional moieties can be perfectly retained in the complex of Co-aminobenzamid@Al-SBA-15

Summary

Introduction

Nitrogen-containing fused-heterocycles are an integral part of biological and small molecule drugs or synthetic molecules [1] and physiologically active natural products [2]. Whereas the majority of these procedures have noticeable negative aspects such as long reaction times, low yields, harsh reaction conditions, and use of expensive and toxic catalysts To avoid these limitations, the exploration of an efficient, available catalyst with high catalytic activity and short reaction times for the preparation of dihydroquinazolins is still favored. Ordered mesoporous silicas such as those of M41S, SBA-n, and MSU-X families discovered in the early 1990s have been regarded as an encouraging class of materials for separation and catalysis [15, 16]. Scheme 1 Co-aminobenzamid@Al-SBA-15 catalyzed the synthesis of 2,3-dihydroquinazolin-4(1H)-one derivatives

Results and discussion

55 Trace 25 30 70 85 94 93

Conclusions