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Synthesis, optical properties, dyeing study of dihydropyrimidones (DHPMs) skeleton: Green and regioselectivity of novel Biginelli scaffold from Lawsone

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Abstract

Ionic liquids have increased popularly in last couple of decades as solvent for its greener approach. Here a novel three-component, one-pot condensation yielding 4-phenyl-3,4-dihydrobenzo[g]quinazoline-2,5,10(1H)-trione is reported in halogen free ionic liquid (HFIL). Components of reaction are aldehyde, urea, and β-keto esters in presence of HFIL N-methyl-2-pyrrolidonium hydrogen sulfate [HNMP]+[HSO4]. Comparative reactions were performed under conventional heating and sonication in HFIL. Solvent utility of HFIL makes purification and separation process artless task offering an advantage of five times recyclability without degrading its activity. The use of HFIL is advantageous over conventional solvent due to very short reaction time and halogen-free volatile solvent utility and recyclability. Latterly these compounds applied as disperse dye on polyester and nylon fiber were found to give moderate color and fastness properties.

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Correspondence to Nagaiyan Sekar.

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Patil, S.R., Choudhary, A.S., Patil, V.S. et al. Synthesis, optical properties, dyeing study of dihydropyrimidones (DHPMs) skeleton: Green and regioselectivity of novel Biginelli scaffold from Lawsone. Fibers Polym 16, 2349–2358 (2015). https://doi.org/10.1007/s12221-015-5233-x

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