Abstract

In order to improve the yields of the compounds with potential for nonlinear optical effects, high performance liquid chromatography (HPLC) and ultraviolet spectra were used to monitor the reaction of 2-chloro-4-methyl-6nitroquinoline with amines in suspension, solution, and under high dilution conditions. HPLC analysis revealed the presence of a previously unsuspected impurity from the reaction. The reaction appeared to be two consecutive reactions in which the initially formed product reacted further to form the impurity. Kinetic laws indicated that the reaction was "pseudo" zero-order in suspension and "pseudo" first-order in solution including high dilution conditions.