Synthesis of melamine functionalized with sulfonic acid supported on magnetic nanoparticle as reusable bifunctional heterogeneous catalyst, and its application in the preparation of 7,10,11,12-tetrahydrobenzo[c]acridin-8(9H)-ones

Almost the heterocyclic compounds are of great interest in pharmaceutical chemistry. Out of these heterocyclic compounds, the tricyclic compounds containing acridine skeleton is an important pharmacophore and privileged structure in medicinal chemistry. Acridine derivatives have antitumor,1 carcinogenic2 and anti-malaria activities.3 Thus the synthesis of acridine compounds is an important and principal task in modern organic chemistry.In this communications, the present study describes the synthesis and characterization of melamine functionalized with sulfonic acid supported on the magnetic nanoparticle, γ-Fe2O3@Si-(CH2)3@melamine@butyl sulfonic acid nanoparticle as a green and reusable bifunctional catalyst. This catalyst was characterized by FT-IR, XRD, EDX, TEM analyses.The catalytic activity of this new catalyst was studied for the synthesis of 7,10,11,12-tetrahydrobenzo[c]acridin-8(9H)-ones from aliphatic and aromatic aldehydes, 5,5-dimethyl-1,3-cyclohexanedione(dimedone) and 1-naphthylamine in excellent yields (Scheme 1).This heterogeneous catalyst showed the advantages such as very simple and eco-friendly due to use from magnetic nanoparticle as high reusability of the catalyst, magnetically separable catalyst, excellent yield, and mild reaction condition

کلیدواژه ها:

Benzo[c]acridine ، γ-Fe2O3@Si-(CH2)3@melamine@butyl sulfonic acid ، Nanoparticle