SYNTHESIS OF SOME HETEROCYCLIC COMPOUNDS OF 2-AMINOPYRIMIDINE AND 2-PYRAZOLINE FROM ,-UNSATURATED KETONES CONTAINING QUINOLINE RINGS

Abstract

Many derivatives of quinoline-2-on have been considered to synthesize and evaluate their biological properties by organic chemists due to their various biological effects, including antibacterial, antioxidant, anti-inflammatory, and anticancer activities. The connection of 4-hydroxyquinoline-2-one with 2-amino-pyrimidine could initiate the new activities. The combination of 4-hydroxyquinoline-2-one with 2-amino-pyrimidine or 2-pyrazoline can form novel properties. In this work, some new 2-aminopyrimidine and 2-pyrazoline compounds were synthesized from α,β-unsaturated ketone compounds containing quinoline rings. New 2-aminopyrimidine compounds (3 compounds) were synthesized by the reaction of α,β-unsaturated ketones with guanidine chlorohydrate, and the reaction efficiency was 62 - 70%. New 2-pyrazoline compounds (1 compound) were synthesized by the reaction of α,β-unsaturated ketones with 4-nitrophenylhydrazine with an efficiency of 58%. The structure of these products was confirmed by IR, NMR and MS spectroscopy methods.