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Microwave-Assisted Synthesis of New Substituted Anilides of Quinaldic Acid†
Department of Chemical Drugs, Faculty of Pharmacy, University of Veterinary and Pharmaceutical Sciences, Palackeho 1/3, 612 42 Brno, Czech Republic
Institute of Organic Chemistry and Technology, Faculty of Chemical Technology, University of Pardubice, Studentska 573, 532 10 Pardubice, Czech Republic
Department of General and Inorganic Chemistry, Faculty of Chemical Technology, University of Pardubice, Studentska 573, 532 10 Pardubice, Czech Republic
† Preliminary results were presented at The Fifteenth Electronic Conference on Synthetic Organic Chemistry (ECSOC-15, http://www.sciforum.net/presentation/681), November 1–30, 2011 (paper C681).
* Author to whom correspondence should be addressed.
Received: 21 December 2011; in revised form: 13 January 2012 / Accepted: 16 January 2012 / Published: 31 January 2012
Abstract: In this study a one step method for the preparation of substituted anilides of quinoline-2-carboxylic acid was developed. This efficient innovative approach is based on the direct reaction of an acid or ester with substituted anilines using microwave irradiation. The optimized method was used for the synthesis of a series of eighteen substituted quinoline-2-carboxanilides. The molecular structure of N-(4-bromophenyl)quinoline-2-carboxamide as a model compound was determined by single-crystal X-ray diffraction. It crystallizes in the monoclinic space group with four molecules within the unit cell and the total structure of the compound can be described as “a slightly screwed boat”.
Keywords: microwave-assisted synthesis; amide formation; quinoline-2-carboxanilides; X-ray diffraction; monoclinic lattice
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Bobal, P.; Sujan, J.; Otevrel, J.; Imramovsky, A.; Padelkova, Z.; Jampilek, J. Microwave-Assisted Synthesis of New Substituted Anilides of Quinaldic Acid. Molecules 2012, 17, 1292-1306.
Bobal P, Sujan J, Otevrel J, Imramovsky A, Padelkova Z, Jampilek J. Microwave-Assisted Synthesis of New Substituted Anilides of Quinaldic Acid. Molecules. 2012; 17(2):1292-1306.
Bobal, Pavel; Sujan, Josef; Otevrel, Jan; Imramovsky, Ales; Padelkova, Zdenka; Jampilek, Josef. 2012. "Microwave-Assisted Synthesis of New Substituted Anilides of Quinaldic Acid." Molecules 17, no. 2: 1292-1306.