Abstract
Reaction of pentaacetylglucosamine and p-toluidine gave rise to formation of p-toluidine-N-glucosaminide tetraacete, a cyclic acetyl derivative of the N-glucosaminide. From the α- and, β-pentaacetylglucosamines, both isomers of the tetraacetate were obtained. These cyclic tetra-acetates gave upon acetylation in a mixture of pyridine and acetic anhydride the open-chain pentaacetyl derivative of the N-glucosaminide, indicating that the conditions of usual acetyla-tion rupture the lactol ring of the diamino sugars to form open-chain compounds.