Nano-Co-[4-chlorophenyl-salicylaldimine-pyranopyrimidine dione]Cl 2 as a new Schiff base complex and catalyst for the on
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Nano‑Co‑[4‑chlorophenyl‑salicylaldimine‑ pyranopyrimidine dione]Cl2 as a new Schiff base complex and catalyst for the one‑pot synthesis of some 4H‑pyrimido[2,1‑b]benzazoles Ahmad Reza Moosavi‑Zare1 · Hamid Goudarziafshar1 · Parva Fashi1 Received: 8 May 2020 / Accepted: 18 September 2020 © Springer Nature B.V. 2020
Abstract Nano-Co-[4-clolorophenyl-salsylaldimine-pyranopyrimidine dione]Cl2 {Nano-[Co4CSP]Cl2} was prepared and fully characterized as a new nano-Schiff base complex. Nano-[Co-4CSP]Cl2 was successfully used as an efficient catalyst for the synthesis of some 4H-pyrimido[2,1-b]benzazoles such as 4H-pyrimido[2,1-b]benzothiazoles and 4H-pyrimido[2,1-b]benzimidazoles. Keywords Nano-[Co-4CSP]Cl2 · Pyrano[2,3-d]pyrimidine dione · 4H-pyrimido[2,1-b]benzazole · Schiff base
Introduction 4H-pyrimido[2,1-b]benzazole derivatives such as 4H-pyrimido[2,1-b]benzothiazoles and 4H-pyrimido[2,1-b]benzimidazoles are important biological fused heterocyclic compounds which are prepared by the multi-component Biginelli-type reaction [1]. In this kind reaction, Biginelli-like compounds such as 4H-pyrimido[2,1-b] benzazoles were prepared by the condensation reaction of ethyl acetoacetate with various aldehyde and 2-aminobenzothiazole or 2-aminobenzimidazole, like thiourea or urea in Biginelli reaction, to prepare 4H-pyrimido[2,1-b]benzothiazoles and 4H-pyrimido[2,1-b]benzimidazoles, respectively [1]. This condensation as a multi-component reaction through the direct synthesis of target product, without the Electronic supplementary material The online version of this article (https://doi.org/10.1007/s1116 4-020-04279-5) contains supplementary material, which is available to authorized users. * Ahmad Reza Moosavi‑Zare [email protected] * Hamid Goudarziafshar [email protected] 1
Sayyed Jamaleddin Asadabadi University, Asadabad 6541861841, Islamic Republic of Iran
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preparation of side products, has some important advantages such as increasing of the yield and decreasing of reaction time, waste of energy, materials and solvents [2–6]. 4H-pyrimido[2,1-b]benzazoles have the ability to prepare the various drugs and applied as anti-tumor [7], anti-inflammatory [8], anti-bacterial [9] and antifungal compounds [10]. Various methods have been reported for the preparation of 4H-pyrimido[2,1-b]benzazole derivatives in the presence of different catalysts such as Fe3O4@nano-cellulose/TiCl [11], TMGT [1], iron fluoride [12], nano-Fe3O4@ SiO2–TiCl3 [6], chitosan [13], nano-TiCl2/cellulose [14], H3PO4–Al2O3 [15] and acetic acid [16]. But, according to the importance of these compounds, new and useful methods are still needed to prepare these significant compounds. Pyrano[2,3-d]pyrimidine diones have important biological properties such as antitumor [17], antibacterial [18], antihypertensive [19], bronchodilators [20] and antiallergic [21, 22]. Because of the significant biological properties of these compounds, in continuous to our previous researches on the
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