Author/Authors :
Satheesh, D. Research and Development Centre - Bharathiar University, Coimbatore, Tamilnadu, India , Rajendran, A. Department of Chemistry - Sir Theagaraya College, Chennai, Tamilnadu, India , Saravanan, R. Department of Chemistry - Indian Institute of Technology Bombay, Mumbai, India. , Kannan, S. Department of Chemistry - Loganatha Narayanaswamy Government College, Ponneri, Tamilnadu, India , Chithra, K. Department of Chemistry - Loganatha Narayanaswamy Government College, Ponneri, Tamilnadu, India
Abstract :
N1-(4-substitutedbenzyl)-2-methyl-4-nitro-1H-imidazoles (3a-i) were successfully synthesized by treating 2-methyl-4(5)-nitroimidazole (1a) with benzyl/butyl halides (2a-i) in the presence of solid-liquid phase transfer catalyst at room temperature. All the synthesized compounds were characterized by elemental analysis, FT-IR, 1H-NMR and 13C-NMR spectral studies. The methodology involves simple work up procedure, highly regioselective and mild conditions for the N1-alkylation of a hindered imidazole with excellent yield of 4-nitroimidazoles.
Keywords :
C-N formation , N-alkyl-4-nitroimidazoles , N-alkylation , Phase transfer catalysis , Room temperature reaction
