%0 Journal Article
%T Design and Synthesis of Two Oxazine Derivatives Using Several Strategies
%A Figueroa-Valverde Lauro
%A D¨ªaz-Cedillo Francisco
%A Rosas-Nexticapa Marcela
%A Garc¨ªa-Cervera Elodia
%A Pool-G¨®mez Eduardo
%A L¨®pez-Ramos Mar¨ªa
%A Hau-Heredia Lenin
%A Sarabia-Alcocer Betty
%J Journal of Chemistry
%D 2014
%I Hindawi Publishing Corporation
%R 10.1155/2014/757953
%X Several oxazine derivatives have been synthesized; nevertheless, expensive reagents and special conditions are required. Therefore, in this study, two oxazine derivatives (2-chloro-3-{{2-[-(3-chloro-2-oxo-cyclobutyl)-(2,3-dimethoxy-9,10-dihydrostrychnid-10-yl)-amino]-ethyl}-[1,5-dimethyl-4-(1H-naphtho[1,2-e][1,3-oxazin-2-yl)-2-phenyl-2,3-dihydro-1H-pyrazol-3-yl]-amino}-cyclobutanone and 2-chloro-3-{{2-[(3-chloro-2-oxo-cyclobutyl)-(1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-amino]-ethyl}-[1,5-dimethyl-4-(1H-naphtho[1,2-e][1,3]oxazin-2-yl)-2-phenyl-2,3-dihydro-1H-pyrazol-3-yl]-amino}-cyclobutanone) were synthesized using several strategies. The structure of compounds obtained was confirmed by elemental analysis, spectroscopy, and spectrometry data. In conclusion, the methods used offer some advantages such as good yields, simple procedure, low cost, and ease of workup. 1. Introduction Oxazine derivatives are very important heterocyclic compounds with several biological activities [1, 2]. Several years ago, some oxazine derivatives have been synthesized; for example, the synthesis of 1,2-dihydro-1-arylnaphtho[1,2-e] oxazine-3-one using the three-component system (¦Â-naphthol, benzaldehyde, and urea) in presence of HClO4-SiO2 [3]. Other report [4] showed the preparation of dirithromycin (9-N-11-O-oxazine derivative) by condensation of 9(S)-erythromycylamine with 2-(2-methoxy-ethoxy)acetaldehyde. Other studies showed the condensation of 2-naphthol with heteroarylaldehydes or substituted benzaldehydes in the presence of ammonia [5]. In addition, a study [6] showed the synthesis of 3,4-dihydro-3-substituted-2H-naphtho[2,1-e][ ]oxazine derivatives catalyzed by zirconium (IV) chloride. Other data [7] showed the reaction of substituted aryl and heteroarylaldehydes to give a series of 8-bromo-1,3-diaryl-2,3-dihydro-1H-naphth[ ][ ]oxazines. Also an other oxazine derivative (1,3-diphenyl-1H-naphtho[1,2-e][ ]oxazine) was developed by the reaction of N-arylidene-1-(¦Á-aminoarylbenzyl)-2-naphthol with iodobenzene diacetate [8]. All these experimental results show several procedures which are available for synthesis of several oxazine derivatives; nevertheless, expensive reagents and special conditions are required. Therefore, in this study two oxazine derivatives were synthesized using some strategies. 2. Experimental The N1-(2,3-dimethoxystrychnidin-10-yliden)-ethane-1,2-diamine (7) was synthesized according to a previously reported method [9]. The other compounds evaluated in this study were purchased from Sigma-Aldrich Co. Ltd. The melting points for the different
%U http://www.hindawi.com/journals/jchem/2014/757953/