Synthesis of 2-Aryl-4,5-diphenyl-1-(N-β-D-glucopyranosyl)-imidazoles

Vijay S. Taile,^a@ Kishor M. Hatzade,^b Vikas D. Umare,^a and Vishwas N. Ingle^a

^aDepartment of Chemistry, Rashtrasant Tukadoji Maharaj Nagpur University, 440033 Nagpur, India

^bDepartment of Chemistry, D.B. Science College, 441614 Gondia, India

^@Corresponding author E-mail: vijaytaile@gmail.com

DOI: 10.6060/mhc2010.2-3.157

2-Aryl-4,5-diphenyl-1H-imidazoles (1a-g) were prepared by the reaction between aromatic α-diketone (benzil), ammonium acetate and substituted arylaldehyde. These imidazoles were glucosylated using α-acetobromoglucose to form 2-aryl-4,5-diphenyl-1-(N-β-D-2,3,4,6-tetra-O-acetylglucopyranosyl)imidazoles (2a-g) which were deacetylated by sodium methoxide to afford 2-aryl-4, 5-diphenyl-1-(N-β-D-glucopyranosyl)imidazoles (3a-g). All synthesized compounds were characterized spectroscopically.

Keywords: Imidazole, α-acetobromoglucose, deacetylation, N-glucosides.

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