American Journal of Heterocyclic Chemistry

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Fatty Acids in Heterocyclic Synthesis: Part XIX Synthesis of Some Isoxazole, Pyrazole, Pyrimidine and Pyridine and Their Surface, Anticancer and Antioxidant Activities

Received: Mar. 12, 2018    Accepted: Apr. 11, 2018    Published: Jul. 03, 2018
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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.

DOI 10.11648/j.ajhc.20180402.11
Published in American Journal of Heterocyclic Chemistry ( Volume 4, Issue 2, June 2018 )
Page(s) 30-41
Creative Commons

This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.

Copyright

Copyright © The Author(s), 2024. Published by Science Publishing Group

Keywords

Stearoyl Chloride, P-Aminoacetophenone, Nonionic Surfactant, Propylene Oxide

References
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Cite This Article
  • APA Style

    Abdelmotaal Abdelmajeid, Mahasen Saad Amine, Reda Ali Hassan. (2018). 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, 4(2), 30-41. https://doi.org/10.11648/j.ajhc.20180402.11

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    ACS Style

    Abdelmotaal Abdelmajeid; Mahasen Saad Amine; Reda Ali Hassan. Fatty Acids in Heterocyclic Synthesis: Part XIX Synthesis of Some Isoxazole, Pyrazole, Pyrimidine and Pyridine and Their Surface, Anticancer and Antioxidant Activities. Am. J. Heterocycl. Chem. 2018, 4(2), 30-41. doi: 10.11648/j.ajhc.20180402.11

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    AMA Style

    Abdelmotaal Abdelmajeid, Mahasen Saad Amine, Reda Ali Hassan. Fatty Acids in Heterocyclic Synthesis: Part XIX Synthesis of Some Isoxazole, Pyrazole, Pyrimidine and Pyridine and Their Surface, Anticancer and Antioxidant Activities. Am J Heterocycl Chem. 2018;4(2):30-41. doi: 10.11648/j.ajhc.20180402.11

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  • @article{10.11648/j.ajhc.20180402.11,
      author = {Abdelmotaal Abdelmajeid and Mahasen Saad Amine and Reda Ali Hassan},
      title = {Fatty Acids in Heterocyclic Synthesis: Part XIX Synthesis of Some Isoxazole, Pyrazole, Pyrimidine and Pyridine and Their Surface, Anticancer and Antioxidant Activities},
      journal = {American Journal of Heterocyclic Chemistry},
      volume = {4},
      number = {2},
      pages = {30-41},
      doi = {10.11648/j.ajhc.20180402.11},
      url = {https://doi.org/10.11648/j.ajhc.20180402.11},
      eprint = {https://download.sciencepg.com/pdf/10.11648.j.ajhc.20180402.11},
      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.},
     year = {2018}
    }
    

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  • TY  - JOUR
    T1  - Fatty Acids in Heterocyclic Synthesis: Part XIX Synthesis of Some Isoxazole, Pyrazole, Pyrimidine and Pyridine and Their Surface, Anticancer and Antioxidant Activities
    AU  - Abdelmotaal Abdelmajeid
    AU  - Mahasen Saad Amine
    AU  - Reda Ali Hassan
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    DO  - 10.11648/j.ajhc.20180402.11
    T2  - American Journal of Heterocyclic Chemistry
    JF  - American Journal of Heterocyclic Chemistry
    JO  - American Journal of Heterocyclic Chemistry
    SP  - 30
    EP  - 41
    PB  - Science Publishing Group
    SN  - 2575-5722
    UR  - https://doi.org/10.11648/j.ajhc.20180402.11
    AB  - 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.
    VL  - 4
    IS  - 2
    ER  - 

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Author Information
  • Chemistry Department, Faculty of Science, Benha University, Benha, Egypt

  • Chemistry Department, Faculty of Science, Benha University, Benha, Egypt

  • Chemistry Department, Faculty of Science, Benha University, Benha, Egypt

  • Section