Investigation of the aminolysis of p‐nitrophenyl esters of (meth)acryloylaminophenoxyacetic acids and their copolymers with N‐(2‐hydroxypropyl)methacrylamide by 6‐aminopenicillanic acid

Copolymers of N‐(2‐hydroxypropyl)methacrylamide with p‐nitrophenyl esters of (meth)acryloylaminophenoxyacetic acids were prepared and characterized. The aminolysis of monomeric and polymeric p‐nitrophenyl esters by 6‐aminopenicillanic acid was studied. The aminolysis rate was structure‐dependent. Acryloyl derivatives were more reactive than methacryloyl derivatives. In both cases, the ortho‐derivatives were more reactive than the para‐derivatives. This phenomenon can be explained by the formation of an intramolecular hydrogen bond in the ortho‐derivatives. The synthetic methods studied are suitable for the binding of biologically active compounds containing an aliphatic amino group to polymeric carriers.