Studies on the Periodic Acid Oxidation of N-Glycosides. III

Periodate oxidation of toluidines in the presence of five moles of formic acid results in exactly the same reaction course as the oxidizing agent consumption curve during the periodate oxidation of their N-glucosides, from which it has been realized that above five moles of the oxidation agent consumed during the periodate oxidation of N-glucoside was due to the aglucone itself. In the absence of formic acid, consumption of periodic acid by toluidines during oxidation is quite rapid but there seemed to be no fundamental difference. Nitrobenzene was found to have no influence in the reaction of p-toluidine and periodic acid. Acetanilide does not consume periodic acid.