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ABSTRACT:
Chalcones are starting compounds in synthesis of heterocycles containing di nitrogen atoms which named (di aze) , an attempt to synthesis of chalcones from acetanilide with aromatic aldehydes such as P-N,N-dimethyl benzaldehyde and P-hydroxy benzaldehyde by Claisen- Schmidt condensation.The resulting chalcones after purification have been converted into substituted pyrazoline and pyrimidine by reaction with hydrazine hydrate,urea,thiourea and guanidine.All these compounds were characterized by Physical and spectral methods such as melting point, FT-IR,H-NMR and C.H.N analysis.
KEYWORDS: Chalcons,synthesis of pyrazoline,pyrimidine.
INTRODUCTION:
The synthesis of chalcone compounds incorporating with hetero cycles became great importance in medicinal chemistry(1,2) .The hetero atoms in there structure such as (S, N, O) explain variety applications in the biological engineering and in other field of their specific structures(3) . Chalcones are natural biocides and are well known intermediates in the synthesis of heterocyclic compounds exhibiting various biological activities. Chalcones and their derivatives posses some interesting biological properties such as antibacterial, antifungal, insecticidal, anesthetic, anti-inflammatory, analgesic etc (4-6). Pyrazole is a class of compounds, which has many applications in different field (7). In addition, Pyrazolines have played a curcial part in the development of theory in heterocyclic chemistry and also used extensively in organic synthesis. Among the methods employed in synthesis of pyrazolines, condensation of a variety of substituted chalcones with hydrazine and its derivatives is commonly used(8). Pyrimidine derivatives occupy an important place in the present day therapeutics. They were reported to possess abroad spectrum of biological activities such as anticancer, antitubercular antimalarial properties(9). The resulting chalcones after purification and characterization by physical and spectral methods have been successfully converted into substituted pyrimidines by reaction with guanidine hydrochloride (10-12).
EXPERIMENTAL:
Materials:
All the chemicals were supplied by BDH and Fluka - Chemical Company.
The melting point of compounds was determined by Electro thermal melting point apparatus.
Elemental analysis were carried out by micro analytical unit of 1180 C. H. N Elemental analyzer (Malaysia).
FT.IR spectra were recorded using (KBR pellets) 4000-400 cm-1. on. FT.IR. tests cam. Shimadzu 8000 series.
The 1H-NMR spectra were obtained in (DMSO) solvent using (Bruker, Ultra. Shield.3000 MKZ, Switzerland).
Synthesis of chalcones(13):
To Acetanalyde (1.35gm, 0.01 mole) added aromatic aldehydes [P-N-dimethyl benzaldehyde (1.49gm, 0.01 mole) or P-Hydroxy benzaldehyde (1.22gm, 0.01 mole)] in Ethanol (25ml) and...