In a sequence of reactions, three different series of novel mono- and disarylazo pyrazolo (1,5-a)pyrimidine pigments were prepared to determine whether these products might successfully act as possible alternatives for benzidine-based dyestuffs, which are known to be associated with toxicological hazard and carcinogenic effects. The structure of the named compounds was inferred from elemental and spectral analysis and, in some cases, by alternative synthetic routes.