Asymmetric transformations in salts of phenylmalonamic and phenylmalonanilic acids. The kinetics of racemisation of phenylmalonamic acid

Abstract

Phenylmalonamic acid may be obtained in active form by treatment with (–)-cinchonidine- in ethanol, chloroform, or acetone, the latter solvent yielding acid with the highest activity [α]_D²⁵ 45°. Cinchonine also gave optical activation but quinine and brucine did not. Phenylmalonanilic acid, was only obtained active in the form of its salt with cinchonidine. The kinetics of racemisation of phenylmalonamic acid are first order.