Synthesis and characterization of hexahydropyrimidines and their new derivatives

Three new hexahydropyrimidine derivatives 1a – 1c were successfully synthesized using the Mannich-type reaction. Furthermore, the synthesis of three amino bases 2a – 2c was achieved through the reduction reaction of pyrimidine compounds using hydrazine, followed by the substitution reaction of nitro...

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Main Authors: Hamed, Shukkur A., Thaker, Athraa, Rudaini, Bilal Majid, Naeem, Hasanain Salah, Muntaz Abu Bakar, Siti Aishah Hasbullah
Format: Article
Language:English
Published: Penerbit Universiti Kebangsaan Malaysia 2024
Online Access:http://journalarticle.ukm.my/23917/
http://journalarticle.ukm.my/23917/1/SE%209.pdf
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author Hamed, Shukkur A.
Thaker, Athraa
Rudaini, Bilal Majid
Naeem, Hasanain Salah
Muntaz Abu Bakar,
Siti Aishah Hasbullah,
author_facet Hamed, Shukkur A.
Thaker, Athraa
Rudaini, Bilal Majid
Naeem, Hasanain Salah
Muntaz Abu Bakar,
Siti Aishah Hasbullah,
author_sort Hamed, Shukkur A.
building UKM Institutional Repository
collection Online Access
description Three new hexahydropyrimidine derivatives 1a – 1c were successfully synthesized using the Mannich-type reaction. Furthermore, the synthesis of three amino bases 2a – 2c was achieved through the reduction reaction of pyrimidine compounds using hydrazine, followed by the substitution reaction of nitro groups at diverse positions. Subsequently, one of the synthesized amino base derivatives 2c underwent conversion into seven Schiff bases 3a – 3g via a condensation reaction involving the aforementioned amino base derivative and a selection of benzaldehyde derivatives. Four amide compounds 4a – 4d have been synthesized by a reaction of the secondary amine group in the pyrimidine ring with benzoyl chloride. The products were subjected to comprehensive characterization employing rigorous analytical techniques, including FT-), 1 H-NMR (Proton Nuclear Magnetic Resonance Spectroscopy), and LC-MS (Liquid Chromatography–Mass Spectrometry). Additionally, the Molecular Electrostatic Potential (MEP) study was carried out to further investigate the properties of the synthesized compounds. The yields of the three methods used to synthesise new hexahydropyrimidine derivatives varied depending on the specific substituents added to the aromatic ring.
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spelling oai:generic.eprints.org:239172024-08-08T08:49:21Z http://journalarticle.ukm.my/23917/ Synthesis and characterization of hexahydropyrimidines and their new derivatives Hamed, Shukkur A. Thaker, Athraa Rudaini, Bilal Majid Naeem, Hasanain Salah Muntaz Abu Bakar, Siti Aishah Hasbullah, Three new hexahydropyrimidine derivatives 1a – 1c were successfully synthesized using the Mannich-type reaction. Furthermore, the synthesis of three amino bases 2a – 2c was achieved through the reduction reaction of pyrimidine compounds using hydrazine, followed by the substitution reaction of nitro groups at diverse positions. Subsequently, one of the synthesized amino base derivatives 2c underwent conversion into seven Schiff bases 3a – 3g via a condensation reaction involving the aforementioned amino base derivative and a selection of benzaldehyde derivatives. Four amide compounds 4a – 4d have been synthesized by a reaction of the secondary amine group in the pyrimidine ring with benzoyl chloride. The products were subjected to comprehensive characterization employing rigorous analytical techniques, including FT-), 1 H-NMR (Proton Nuclear Magnetic Resonance Spectroscopy), and LC-MS (Liquid Chromatography–Mass Spectrometry). Additionally, the Molecular Electrostatic Potential (MEP) study was carried out to further investigate the properties of the synthesized compounds. The yields of the three methods used to synthesise new hexahydropyrimidine derivatives varied depending on the specific substituents added to the aromatic ring. Penerbit Universiti Kebangsaan Malaysia 2024 Article PeerReviewed application/pdf en http://journalarticle.ukm.my/23917/1/SE%209.pdf Hamed, Shukkur A. and Thaker, Athraa and Rudaini, Bilal Majid and Naeem, Hasanain Salah and Muntaz Abu Bakar, and Siti Aishah Hasbullah, (2024) Synthesis and characterization of hexahydropyrimidines and their new derivatives. Sains Malaysiana, 53 (4). pp. 839-850. ISSN 0126-6039 https://www.ukm.my/jsm/english_journals/vol53num4_2024/contentsVol53num4_2024.html
spellingShingle Hamed, Shukkur A.
Thaker, Athraa
Rudaini, Bilal Majid
Naeem, Hasanain Salah
Muntaz Abu Bakar,
Siti Aishah Hasbullah,
Synthesis and characterization of hexahydropyrimidines and their new derivatives
title Synthesis and characterization of hexahydropyrimidines and their new derivatives
title_full Synthesis and characterization of hexahydropyrimidines and their new derivatives
title_fullStr Synthesis and characterization of hexahydropyrimidines and their new derivatives
title_full_unstemmed Synthesis and characterization of hexahydropyrimidines and their new derivatives
title_short Synthesis and characterization of hexahydropyrimidines and their new derivatives
title_sort synthesis and characterization of hexahydropyrimidines and their new derivatives
url http://journalarticle.ukm.my/23917/
http://journalarticle.ukm.my/23917/
http://journalarticle.ukm.my/23917/1/SE%209.pdf