Aim and Objective:
A novel collection of fused pyrimidine, pyridine, pyrazole, chromene, thiophene
derivatives 2-30 had been newly synthesized by using the 1a, b as starting material. Fused pyran show off a range of
pharmacological activity such as cancer agents [1], antimicrobial [2-4], antioxidant [5], anti-proliferative [6], cytotoxic
activity [7], anticipated antitumor [8], antiparkinsonian [9] and anti-inflammatory [10]. Also, pyran derivatives are well
known for bacterial biofilm disruptor [11], anticonvulsant [12] and inhibtors of mycobacterium bovis [13].
Materials and Methods:
All melting points were measured using Akofler Block instrument and are uncorrected. IR
spectra (KBr) were recorded on a FTIR 5300 spectrometer (υ, cm-1). The 1H-NMR spectra were recorded on a Varian
Gemini spectrometer. The 1H-NMR spectra were run at 300, 400 MHz and 13C-NMR spectra were run at 100 MHz in
DMSO-d6, CDCl3 as solvents. The chemical shifts are expressed in parts per million (ppm) by using tetramethylsilane
(TMS) as internal refernce. 1000 EX mass spectrometer at 70 eV. The purity of synthesized compounds was checked by
thin layer chromatography (TLC) (aluminum sheets) using n-hexane, EtOAc (9:1, V/V, 7:3 V/V) eluent. Elemental
analysis were carried out by the Microanalytical Research Center, Faculty of Science, and Microanalytical Unit, Faculty
of Pharmacy, Cairo University, Egypt.
Results:
A novel series of azoles and azines were designed and prepared via the reaction of 7-amino-5-(4-chlorophenyl)-
4-phenyl-2-thioxo-2,5-dihydro-1H-pyrano- [2,3-d]pyrimidine-6-carbonitrile 1a and 7-amino-4,5-diphenyl-2-thioxo-2,5-
dihydro-1H-pyrano[2,3-d]-pyrimidine-6-carbonitrile 1b with some electrophilic and nucleophilic reagents. The structures
of target compounds were confirmed by elemental analyses and spectral data. The novel synthesized compounds showed a
good antimicrobial activity against the previously mentioned microorganisms.
Conclusion:
In conclusion, compounds 1a, 1b that underwent ready cyclization to give fused heterocyclic compounds
through its reaction with different reagents and under different conditions and subjected to antimicrobial screening.