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Short Paper | Regular issue | Vol 83, No. 4, 2011, pp.891-900
Published online, 3rd March, 2011
DOI: 10.3987/COM-11-12149
Alkylation and Reduction of N-Alkyl-4-nitroindazoles with Anhydrous SnCl2 in Ethanol: Synthesis of Novel 7-Ethoxy-N-alkylindazole Derivatives

Najat Abbassi, El Mostapha Rakib,* Abdellah Hannioui, Mdaghri Alaoui, Mohamed Benchidmi, El Mokhtar Essassi, and Detlef Geffken

*Laboratory of Organic and Analytical Chemistry, Faculty of Sciences and Techniques, University Sultan Moulay Slimane, B.P. 523, Beni-Mellal, Morocco

Abstract

New series of indazoles substituted at the N-1 and N-2 positions and their 7-ethoxy derivatives have been synthesis starting from alkylation of 4-nitroindazole and reduction of alkyl-nitro-derivatives with anhydrous SnCl2 in ethanol. The structures of the products obtained were characterized using 1H NMR, 13C NMR, MS spectrometry and elemental analysis; the NMR spectroscopic data were used for structural assignment of the N-1 and N-2 isomers.