Preparation of benzo[4,5]thiazolo[3,2-a]chromeno[4,3-d]pyrimidin-6-one derivatives using MgO-MgAl2O4 composite nano-powder

• Main Author: Mehdi Khalaj
• Format: Article
• Language: English
• Published: Elsevier 2020-08-01
• Series: Arabian Journal of Chemistry
• Subjects: MgO-MgAl2O4; Nanocomposite; Benzo[4,5]thiazolo[3,2-a]chromeno[4,3-d]pyrimidin-6-ones; Pyrimidines; HSBM technique
• Online Access: http://www.sciencedirect.com/science/article/pii/S1878535220301957

MgO-MgAl2O4 nanocomposite was prepared from the co-precipitation of Mg(NO3)2 and Al(NO3)3 salts, characterized by X-ray diffraction (XRD), transmission electron microscopy (TEM), energy-dispersive X-ray spectroscopy (EDS) and fourier transform infrared spectroscopy (FTIR) techniques and evaluated in the synthesis of thirty five derivatives of benzo[4,5]thiazolo[3,2-a]chromeno[4,3-d]pyrimidin-6-ones (d1-d34) via the multi-component reaction of 4-hydroxycoumarins, aldehydes, and 2-aminobenzothiazole derivatives under solvent free condition. The catalytic activity of MgO-MgAl2O4 nanocomposite and the synthesis of the above mentioned compounds were investigated under thermal solvent free (times: 1.4–3 h; yields: 75–95%), ultrasonic irradiation (US) conditions (times: 1–2.5 h; yields: 69–97%) and using high-speed ball milling (HSBM) technique (times: 0.7–2.5 h; yields: 67–97%). In all cases, the products were obtained in excellent yields. Nuclear Magnetic Resonance (NMR) and MASS spectroscopy were used to characterize the structure of the desired product. The mechanism for the preparation of compounds d1-d34 was proposed and confirmed by 1H NMR investigations.