SYNTHESIS OF PYRIDINIUM DINITROBENZYL SULFATES AND POTASSIUM (DINITROBENZYL BETA-D-GLUCOPYRANOSID)URONATES

Sulfates and glucuronides of 2,4-dinitrobenzyl alcohol 1a and 2,6-dini trobenzyl alcohol 1b, which are major or putative metabolites of 2,4-d initrotoluene (2,4-DNT) and 2,6-dinitrotoluene (2,6-DNT), were synthes ized from 1a and 1b by reaction with pyridinium sulfonate and methyl ( 2,3,4-tri-O-acetyl-alpha-D-glucopyranosyl)uronate bromide 3, respectiv ely, as their pyridinium salts (2a, 2b) and potassium salts (6a, 6b). These conjugates are important for the study of the carcinogenicity of 2,4-DNT and 2,6-DNT.