Synthesis of new sulfanyl pyrimidin-4(3H)-one and ethyl-2-(pyridin-4yl) methoxy-1,2-dihydro-6-methyl-pyrimidine derivatives under conventional and heterogeneous conditions | ||
| Egyptian Pharmaceutical Journal | ||
| Volume 12, Issue 2, July 2013, Pages 186-192 PDF (286.87 K) | ||
| DOI: 10.4103/1687-4315.124047 | ||
| Authors | ||
| Fatma A. Bassyouni; Omar A. Fathalla | ||
| Abstract | ||
| Background and objectives Heterocyclic systems with a pyrimidine nucleus display a wide spectrum of biological activities, such as antimicrobial, antiviral, anticancer, antidepressive, anti-inflammatory, antitubercular, diuretic, and anticoagulant. The aim of the present study was the synthesis of new heterocyclic sulfanylpyrimidin-4(3H)-one derivatives by adopting simple and efficient methods, in addition to ethyl-2-(pyridin-4-yl) methoxy-1,2-dihydro-6-methyl-pyrimidine derivatives in excellent yields. Materials and methods The synthesis of the titled sulfanyl pyrimidin-4(3H)-one derivatives was achieved by the reaction of compounds 1a–c with phenacyl bromide, 4-methyl phenacyl bromide, or 4-nitrophenacyl bromide to give 5-(morpholin-4-ylmethyl)-2-oxoethylphenyl-sulfanyl-pyrimidin-4(3H)-ones (2a–c), [(4-methylpiperazin-1-yl) methyl]-2-oxoethylphenyl-sulfanyl-pyrimidin-4(3H)-ones (3a–c), or piperidin–1–yl) methyl]sulfanyl-pyrimidin-4(3H)-ones (4a–c), respectively. In addition, several heterocyclic pyrimidine derivatives such as ethyl-2-((pyridin-4-yl)methoxy-1,2-dihydro-6-methyl-pyrimidine derivatives 6a–h were prepared by the reaction of 1,2 dihydropyrimidone derivatives 5a–h with picolyl chloride using conventional and heterogeneous catalysts such as silica sulfuric acid and CuY-Zeolite. The structures of the synthesized compounds were confirmed by elemental analyses and spectroscopic methods. Results and conclusion A simple and efficient method was used for the synthesis of sulfanyl pyrimidin-4(3H)-one derivatives through reaction with different reagents. Also, ethyl-2-((pyridin-4-yl)methoxy-1,2-dihydro-6-methyl-pyrimidine derivatives were obtained using conventional and heterogeneous conditions in excellent yields. | ||
| Keywords | ||
| dihydropyrimidines; Heterogeneous catalyst; pyrimidines; sulfany pyrimidines; Synthesis | ||
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