TAILIEUCHUNG - Study on the synthesis and transformations of some substituted 4-methylquinolin-2(1H)-ones
Some compounds of substituted tetrazolo[1,5-a]quinolines were synthesized by reacting these 2-chloro derivatives with sodium azide in DMF as solvent. The structures of obtained compounds have been confirmed using spectroscopic methods (IR, NMR and MS). | VNU Journal of Science: Natural Sciences and Technology, Vol. 33, No. 4 (2017) 8-14 Study on the Synthesis and Transformations of some Substituted 4-methylquinolin-2(1H)-ones Le The Duan2, Nguyen Dinh Thanh1,* Nguyen Thi Thanh2, Hoang Thai Vu2, Nguyen Thi Minh Nguyet2, Le Thi Hoai2, Nguyen Thi Thu Ha2, Tran Thi Thanh Van2 1 High School for Gifted Students, VNU University of Science, 182 Luong The Vinh, Hanoi, Vietnam 2 Faculty of Chemistry, VNU University of Science, 19 Le Thanh Tong, Hanoi, Vietnam Received 08 May 2017 Revised 15 October 2017, Accepted 26 October 2017 Abstract: Some different substituted 4-methylquinolin-2(1H)-ones have been synthesized by closing corresponding (un)substituted acetoacetanilides in the presence of ionic liquid [Bmim]OH. Obtained quinolines were converted to its 2-chloro derivatives by reaction with POCl3. Some compounds of substituted tetrazolo[1,5-a]quinolines were synthesized by reacting these 2-chloro derivatives with sodium azide in DMF as solvent. The structures of obtained compounds have been confirmed using spectroscopic methods (IR, NMR and MS). Keywords: Knorr synthesis, 4-methylquinolin-2(1H)-ones, ionic liquid, sodium azido. 1. Introduction methylquinolin-2(1H)-ones from corresponding (un)substituted anilines and ethyl acetoacetate. Quinolones present in molecular skeleton of quinolone antibiotics, which are currently used in disease treatments [1], and is the most consumed antibacterial quinolone worldwide [2]. Of the quinolones, quinolin-2(1H)-ones have been synthesized [3], but its 2-chloro derivatives have not been studied much. On the other hand, the ionic liquids have been recently prepared and studied to use in many different chemical processes [4]. Herein, we report some study results about the synthesis and transformations of substituted 4- 2. Experimental Section Melting points were determined by open capillary method on STUART SMP3 instrument (BIBBY STERILIN, UK) and are uncorrected. IR spectra (KBr .
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