Synthesis and characterization of new 1,2,3,4-tetrahydro pyrimidine derivative compounds

ABSTRACT SYNTHESIS AND CHARACTERIZATION OF NEW 1,2,3,4-TETRAHYDRO PYRIMIDINE DERIVATIVE COMPOUNDS RÜZGAR, Adem Ph. D. Thesis, Chemistry Science Supervisor: Prof. Dr. Esvet AKBAŞ June 2019, 225 Pages In this study, various oxo and thioxopyrimidine derivatives were synthesized by using Biginelli reaction named multicomponent reaction. Synthesis studies with dibenzoyl methane urea and thiourea; Different pyrimidine derivatives were synthesized by reaction with 4-trifluoromethyl benzaldehyde, 4-trifluoromethoxybenzaldehyde, 3,5-dimethoxybenzaldehyde. Different catalysts such as HCI, MIL-101, MIL-101-SO3 were used in the studies. In addition, some of the synthesis studies were carried out in an aqueous environment and using a microwave reactor in order to achieve healthier, more economical and more environmentally friendly synthesis reactions. Advanced reactions of 5-benzoyl-6-phenyl-4- (4-trifluoromethylphenyl) -1,2,3,4-tetrahydro-2-thioxopyrimidine (A2) compound synthesized as starting material. In addition, the reaction of 5-benzoyl-6-phenyl-4- (4-trifluoromethylphenyl) -1,2,3,4-tetrahydro-2-thioxopyrimidine with diethyl-2-bromomalonate, the reaction known as the contraction reaction was carried out successfully. The reaction yielded 5-benzoyl-4- (4-trifluoromethylphenyl) -6-phenyl-1,2,3,4-tetrahydro-2- (diethyl-2-en-malonate) pyrimidine (A10). The structures of the obtained compounds were elucidated using spectroscopic methods such as elemental analysis, IR, 1H and 13C NMR. In addition, single crystal X-ray analysis of A1, A2, A7 and A8 compounds was performed. Keywords: Biginelli, Catalyst, Microwave, Multicomponent, Pyrimidine, Green chemistry