Fatty Acids in Heterocyclic Synthesis: Part XIX Synthesis of Some Isoxazole, Pyrazole, Pyrimidine and Pyridine and Their Surface, Anticancer and Antioxidant Activities
American Journal of Heterocyclic Chemistry • 2018
Publication Information
Authors
Abdelmotaal Abdelmajeid*, Mahasen Saad Amine*, Reda Ali Hassan
Keywords
Stearoyl Chloride, P-Aminoacetophenone, Nonionic Surfactant, Propylene Oxide
Journal
American Journal of Heterocyclic Chemistry
Publisher
science publishing group
Volume
4
Issue
2
Pages
30-41
publication.type
International
Paper Link
Open Link
Supplementary Materials
Not Available
Abstract
Acryloylphenylstearamide (2) was utilized as a starting material for synthesis the titled compounds via one-pot
synthesis. Compound (2) was reacted with hydroxylamine hydrochloride in pyridine and produced isooxazole (3), and with
thiosemicarbazide in pyridine and/or hydrazine-hydrate in ethanol afforded pyrazoles (4), and (5), while the reaction of (2)
with urea and/ or thiourea in an alcoholic solution of sodium ethoxide gave pyrimidinone (6) and pyrimidinedione (7). Also,
reaction of (2) with acetylacetone and/or ethyl acetoacetate in acetic acid andammonium acetateafforded Pyridine derivatives
(8), and (9) respectively. Addition of different amounts of propylene oxide (3, 5, 7 moles) to the synthesized compounds
produced nonionic surfactants (2-9a-c). The physiochemical and surface active properties of the prepared surfactant as surface
and interfacial tension, cloud point, wetting time, emulsion stability, foam height, CMC, resistance to hydrolysis and their
biodegradability were investigated. Also, the surface parameters as effectiveness (πCMC), efficiency (PC20), maximum
surface excess (Γmax) and (Amin) were evaluated.
synthesis. Compound (2) was reacted with hydroxylamine hydrochloride in pyridine and produced isooxazole (3), and with
thiosemicarbazide in pyridine and/or hydrazine-hydrate in ethanol afforded pyrazoles (4), and (5), while the reaction of (2)
with urea and/ or thiourea in an alcoholic solution of sodium ethoxide gave pyrimidinone (6) and pyrimidinedione (7). Also,
reaction of (2) with acetylacetone and/or ethyl acetoacetate in acetic acid andammonium acetateafforded Pyridine derivatives
(8), and (9) respectively. Addition of different amounts of propylene oxide (3, 5, 7 moles) to the synthesized compounds
produced nonionic surfactants (2-9a-c). The physiochemical and surface active properties of the prepared surfactant as surface
and interfacial tension, cloud point, wetting time, emulsion stability, foam height, CMC, resistance to hydrolysis and their
biodegradability were investigated. Also, the surface parameters as effectiveness (πCMC), efficiency (PC20), maximum
surface excess (Γmax) and (Amin) were evaluated.
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