title: Ultrasound-promoted one-pot five-components synthesis of biologically active novel bis((6-alkyl or phenyl-2-phenylpyrimidine-4-yl) oxy) alkane or methyl benzene derivatives.
abstract: We have described a synthesis of novel five-component reaction (5-CR) of bis((6-alkyl or phenyl-2-phenylpyrimidine-4-yl) oxy) alkane or methyl benzene derivatives under ultrasound irradiation. A useful ultrasound effect was observed and title products were obtained with high yields after 25-40 min sonication. Structural confirmation and characterization of the products based on the analytical, chemical, and spectral analysis. The results show obviously, that to reach a high efficiency of ultrasonic systems in synthetic chemical processes. Our procedure compared to the conventional heating method has the benefit of higher reaction yields and shorter reaction times. The in vitro antibacterial tests show that some of the target compounds have promising activities. Structure-activity relationships (SAR) were established for the substitutions on the pyrimidine rings and related length of linear chain linker.
authors.affiliation: Department of Organic Chemistry, Faculty of Sciences, University of Guilan, PO Box 41335-1914, Rasht, Iran. Electronic address: mahmoodi@guilan.ac.ir.
authors.forename: Nosrat Ollah
authors.initials: NO
authors.lastname: Mahmoodi
authors.affiliation: Department of Organic Chemistry, Faculty of Sciences, University of Guilan, PO Box 41335-1914, Rasht, Iran. Electronic address: sajede.shojae@yahoo.com.
authors.forename: Sajede
authors.initials: S
authors.lastname: Shoja
authors.affiliation: Department of Organic Chemistry, Faculty of Sciences, University of Guilan, PO Box 41335-1914, Rasht, Iran. Electronic address: taba@guilan.ac.ir.
authors.forename: Khalil
authors.initials: K
authors.lastname: Tabatabaeian
authors.affiliation: Department of Organic Chemistry, Faculty of Sciences, University of Guilan, PO Box 41335-1914, Rasht, Iran. Electronic address: shimibahman@yahoo.com.
authors.forename: Bahman
authors.initials: B
authors.lastname: Sharifzadeh
mesh_terms: D000473:Alkanes / Q000737:chemistry*; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects; D001555:Benzene Derivatives / Q000737:chemistry*; D060326:Chemistry Techniques, Synthetic; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D014465:Ultrasonics
chemical_list: D000473:Alkanes; D000900:Anti-Bacterial Agents; D001555:Benzene Derivatives; D011743:Pyrimidines; C030986:pyrimidine
keywords: Antibacterial activity; Five-component reaction (5-CR); Pyrimidine; Structure–activity relationship; Ultrasound