Synthesis of 2-(sulfamoylphenyl)-4′-(iminoaryl/hetroaryl)-4- (4′′-hydroxyphenyl)-thiazoles and their O-glucosides

摘要

In continuation of our work, we synthesized 2-(sulfamoylphenyl)-4′- amino-4-(4″-hydroxyphenyl)-thiazole (3a), which were reacted with various (aryl/hetroaryl) aldehyde to form 2-(sulfamoylphenyl)-4′-(iminoaryl/ hetroaryl)-4-(4″-hydroxyphenyl)-thiazoles (4a-f). Glucosylation of compounds (4a-f) have been done by using acetobromoglucose as a glucosyl donor to afford 2-(sulfamoylphenyl)-4′-(iminoaryl/hetroaryl)-4-(2,3,4,6-tetra-O- acetyl-4″-O-β-D-glucosidoxyphenyl)-thiazoles (5a-f), further on deacetylation to produce 2-(sulfamoylphenyl)-4′-(iminoaryl/hetroaryl)-4- (4″-O-β-D-glucosidoxyphenyl)-thiazoles (6a-f). The compounds are confirmed by FTIR, 1H-NMR, 13C-NMR, and ES-Mass spectral analysis.