Acetylanthranil (1) was made to react with a set of 17 amines to give acetamidines, 3, via pathway A, and/or oacetamidobenzamides, 4, via pathway B as shown in Scheme I. Simple primary amines, such as ethylamine and aniline. follow pathway A, whereas secondary amines and those primary amines with substituents on the tu-carbon atom, such as tert- butylamine or isopropylamine, follow pathway B. The rate of conversion to products 3 and/ ...
