Cargando…

Reactivity of 4,5-Dichlorophthalic Anhydride towards Thiosemicarbazide and Amines: Synthesis, Spectroscopic Analysis, and DFT Study

The cyclic anhydrides are broadly employed in several fields, such as the chemical, plastic, agrochemical, and pharmaceutical industries. This study describes the chemical reactivity of 4,5-dichlorophthalic anhydride towards several nucleophiles, including thiosemicarbazide and different amines, to...

Descripción completa

Detalles Bibliográficos
Autores principales: Abuelizz, Hatem A., Bakheit, Ahmed H., Marzouk, Mohamed, Abdellatif, Mohamed M., Al-Salahi, Rashad
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9182083/
https://www.ncbi.nlm.nih.gov/pubmed/35684489
http://dx.doi.org/10.3390/molecules27113550
_version_ 1784723947497979904
author Abuelizz, Hatem A.
Bakheit, Ahmed H.
Marzouk, Mohamed
Abdellatif, Mohamed M.
Al-Salahi, Rashad
author_facet Abuelizz, Hatem A.
Bakheit, Ahmed H.
Marzouk, Mohamed
Abdellatif, Mohamed M.
Al-Salahi, Rashad
author_sort Abuelizz, Hatem A.
collection PubMed
description The cyclic anhydrides are broadly employed in several fields, such as the chemical, plastic, agrochemical, and pharmaceutical industries. This study describes the chemical reactivity of 4,5-dichlorophthalic anhydride towards several nucleophiles, including thiosemicarbazide and different amines, to produce the carboxylic acid derivatives resulting from anhydride’s opening, namely, phthalimide and dicarboxylic acid (1–12) products. Their chemical structures are confirmed by NMR, IR and MS spectra analyses. Density–functional theory (DFT) studies are performed using (DFT/B3LYP) with the 6-311G(d, p) basis sets to recognize different chemical and physical features of the target compounds.
format Online
Article
Text
id pubmed-9182083
institution National Center for Biotechnology Information
language English
publishDate 2022
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-91820832022-06-10 Reactivity of 4,5-Dichlorophthalic Anhydride towards Thiosemicarbazide and Amines: Synthesis, Spectroscopic Analysis, and DFT Study Abuelizz, Hatem A. Bakheit, Ahmed H. Marzouk, Mohamed Abdellatif, Mohamed M. Al-Salahi, Rashad Molecules Article The cyclic anhydrides are broadly employed in several fields, such as the chemical, plastic, agrochemical, and pharmaceutical industries. This study describes the chemical reactivity of 4,5-dichlorophthalic anhydride towards several nucleophiles, including thiosemicarbazide and different amines, to produce the carboxylic acid derivatives resulting from anhydride’s opening, namely, phthalimide and dicarboxylic acid (1–12) products. Their chemical structures are confirmed by NMR, IR and MS spectra analyses. Density–functional theory (DFT) studies are performed using (DFT/B3LYP) with the 6-311G(d, p) basis sets to recognize different chemical and physical features of the target compounds. MDPI 2022-05-31 /pmc/articles/PMC9182083/ /pubmed/35684489 http://dx.doi.org/10.3390/molecules27113550 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Abuelizz, Hatem A.
Bakheit, Ahmed H.
Marzouk, Mohamed
Abdellatif, Mohamed M.
Al-Salahi, Rashad
Reactivity of 4,5-Dichlorophthalic Anhydride towards Thiosemicarbazide and Amines: Synthesis, Spectroscopic Analysis, and DFT Study
title Reactivity of 4,5-Dichlorophthalic Anhydride towards Thiosemicarbazide and Amines: Synthesis, Spectroscopic Analysis, and DFT Study
title_full Reactivity of 4,5-Dichlorophthalic Anhydride towards Thiosemicarbazide and Amines: Synthesis, Spectroscopic Analysis, and DFT Study
title_fullStr Reactivity of 4,5-Dichlorophthalic Anhydride towards Thiosemicarbazide and Amines: Synthesis, Spectroscopic Analysis, and DFT Study
title_full_unstemmed Reactivity of 4,5-Dichlorophthalic Anhydride towards Thiosemicarbazide and Amines: Synthesis, Spectroscopic Analysis, and DFT Study
title_short Reactivity of 4,5-Dichlorophthalic Anhydride towards Thiosemicarbazide and Amines: Synthesis, Spectroscopic Analysis, and DFT Study
title_sort reactivity of 4,5-dichlorophthalic anhydride towards thiosemicarbazide and amines: synthesis, spectroscopic analysis, and dft study
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9182083/
https://www.ncbi.nlm.nih.gov/pubmed/35684489
http://dx.doi.org/10.3390/molecules27113550
work_keys_str_mv AT abuelizzhatema reactivityof45dichlorophthalicanhydridetowardsthiosemicarbazideandaminessynthesisspectroscopicanalysisanddftstudy
AT bakheitahmedh reactivityof45dichlorophthalicanhydridetowardsthiosemicarbazideandaminessynthesisspectroscopicanalysisanddftstudy
AT marzoukmohamed reactivityof45dichlorophthalicanhydridetowardsthiosemicarbazideandaminessynthesisspectroscopicanalysisanddftstudy
AT abdellatifmohamedm reactivityof45dichlorophthalicanhydridetowardsthiosemicarbazideandaminessynthesisspectroscopicanalysisanddftstudy
AT alsalahirashad reactivityof45dichlorophthalicanhydridetowardsthiosemicarbazideandaminessynthesisspectroscopicanalysisanddftstudy