Synthesis and evaluation of ?-hydroxy fatty acid-derived heterocyclic compounds with potential industrial interest

T2-Hydroxyheptadecanoic acid chloride (2) reacted with anthranilic acid to produce 2-substituted-3,1-benzoxazin-4-one (3) which was used as starting material to synthesize some condensed and non-condensed heterocyclic compounds by reaction with nitrogen nucleophiles e.g., hydrazine hydrate, and form...

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Main Authors: A. M. F. Eissa, R. El-Sayed
Format: Article
Language:English
Published: Consejo Superior de Investigaciones Científicas 2006-12-01
Series:Grasas y Aceites
Subjects:
Online Access:http://grasasyaceites.revistas.csic.es/index.php/grasasyaceites/article/view/61
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author A. M. F. Eissa
R. El-Sayed
author_facet A. M. F. Eissa
R. El-Sayed
author_sort A. M. F. Eissa
collection DOAJ
description T2-Hydroxyheptadecanoic acid chloride (2) reacted with anthranilic acid to produce 2-substituted-3,1-benzoxazin-4-one (3) which was used as starting material to synthesize some condensed and non-condensed heterocyclic compounds by reaction with nitrogen nucleophiles e.g., hydrazine hydrate, and formamide. The products were subjected to reaction with different moles of propylene oxide (n = 5, 10, 15) to produce a novel group of nonionic compounds having a double function as antibacterial and surface active agents which can be used in the manufacturing of drugs, cosmetics, pesticides or can be used as antibacterial and/or antifungal additives. The surface active properties as surface and interfacial tension, cloud point, foaming height, wetting time, and emulsification power were determined, the antimicrobial and biodegradability were also screened.
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spelling doaj.art-5fe9fd7fa13d491c842254fb8dc7040d2022-12-21T22:35:37ZengConsejo Superior de Investigaciones CientíficasGrasas y Aceites0017-34951988-42142006-12-0157436737510.3989/gya.2006.v57.i4.6159Synthesis and evaluation of ?-hydroxy fatty acid-derived heterocyclic compounds with potential industrial interestA. M. F. Eissa0R. El-Sayed1Chemistry Department, Faculty of Science, Benha UniversityChemistry Department, Faculty of Science, Benha UniversityT2-Hydroxyheptadecanoic acid chloride (2) reacted with anthranilic acid to produce 2-substituted-3,1-benzoxazin-4-one (3) which was used as starting material to synthesize some condensed and non-condensed heterocyclic compounds by reaction with nitrogen nucleophiles e.g., hydrazine hydrate, and formamide. The products were subjected to reaction with different moles of propylene oxide (n = 5, 10, 15) to produce a novel group of nonionic compounds having a double function as antibacterial and surface active agents which can be used in the manufacturing of drugs, cosmetics, pesticides or can be used as antibacterial and/or antifungal additives. The surface active properties as surface and interfacial tension, cloud point, foaming height, wetting time, and emulsification power were determined, the antimicrobial and biodegradability were also screened.http://grasasyaceites.revistas.csic.es/index.php/grasasyaceites/article/view/61antimicrobial propertiesheterocyclic derivativesphysical propertiessurface active agents
spellingShingle A. M. F. Eissa
R. El-Sayed
Synthesis and evaluation of ?-hydroxy fatty acid-derived heterocyclic compounds with potential industrial interest
Grasas y Aceites
antimicrobial properties
heterocyclic derivatives
physical properties
surface active agents
title Synthesis and evaluation of ?-hydroxy fatty acid-derived heterocyclic compounds with potential industrial interest
title_full Synthesis and evaluation of ?-hydroxy fatty acid-derived heterocyclic compounds with potential industrial interest
title_fullStr Synthesis and evaluation of ?-hydroxy fatty acid-derived heterocyclic compounds with potential industrial interest
title_full_unstemmed Synthesis and evaluation of ?-hydroxy fatty acid-derived heterocyclic compounds with potential industrial interest
title_short Synthesis and evaluation of ?-hydroxy fatty acid-derived heterocyclic compounds with potential industrial interest
title_sort synthesis and evaluation of hydroxy fatty acid derived heterocyclic compounds with potential industrial interest
topic antimicrobial properties
heterocyclic derivatives
physical properties
surface active agents
url http://grasasyaceites.revistas.csic.es/index.php/grasasyaceites/article/view/61
work_keys_str_mv AT amfeissa synthesisandevaluationofhydroxyfattyacidderivedheterocycliccompoundswithpotentialindustrialinterest
AT relsayed synthesisandevaluationofhydroxyfattyacidderivedheterocycliccompoundswithpotentialindustrialinterest