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Paper | Regular issue | Vol 24, No. 12, 1986, pp.3451-3458
Published online, 1st January, 1970
DOI: 10.3987/R-1986-12-3451
N-Glucosyl-5-amino-4-carbamoyl- and 4-Ethoxycarbonylimidazoles as Potential Precursors of 4-Oxoimdazo[4,5-c]-1,2,6-thiadiazine 2,2-Dioxides

Pilar Goya* and Ana Martinez

*Instituto de Química Médica, C. S. I. C., Calle Juan de Cierva, 3, 28006 Madrid, Spain

Abstract

The syntheses of 1-(tetra-O-acetyl-β-D-glucopyranosyl)-5-amino-4-ethoxy-carbonylimidazole and 1-(tetra-O-acetyl-α and β-D-glucopyranosyl)-5-amino-4-carbamoylimidazole are described. Conversion of the latter to the corresponding 4-cyano derivative is also reported. Related N-substituted 5-amino-4-ethoxycarbonylimidazole derivatives have been cyclized to imidazo[4,5-c]-1,2,6-thiadiazine 2,2-dioxides upon treatment with sulfamoyl chloride.