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237841

Synthesis of heterocyclic compounds by cyclization of Schiff bases prepared from capric acid hydrazide and study of biological activity

Article

Last updated: 01 Jan 2025

Subjects

-

Tags

Organic chemistry

Abstract

Hydrazides & Schiff's bases are important organic compounds , It is present in most common pharmaceutical compounds and they are used as ligands in the preparation of some complexes in inorganic chemistry due to the presence of pair electrons on the nitrogen atom and the double bond between carbon and nitrogen which give highly effective, The reaction of aldehyde with the acid hydrazide will known as hydrazone. Hydrazone (2) was also prepared in this work from the reaction of the ester of decanoic acid, Where the C=N bond was converted to a tetracyclic ring by reacting with α-chloroacetylchloride to give azetidine (3), Hydrazone (2) was reacted with thioacetic acid to give thiazolidine (4). Also, the imine bond can be cyclized to the oxazepine seven ring heterocyclic by its reaction with phthalic acid or malic anhydride (6, 7), finally the hydrazone was cyclized using sodium azide to give a substituted tetrazole ring (5). The imidazole ring where prepared from the reaction of hydrazone with ethyl acetoacetate (8) in the presence of glacial acetic acid. The imidazole ring contains acidic alpha hydrogen that can be converted to a substituted chalcone on the ring (9). The physical and spectroscopic properties were used to determine the identity of the prepared compounds as infrared spectroscopy and nuclear magnetic resonance spectroscopy. An evaluation of the antibacterial activity of two types of gram-positive and gram-negative bacteria was conducted, and it gave good results.

DOI

10.21608/ejchem.2022.133946.5904

Keywords

capric acid hydrazide, tetrazol, thiazolidine, oxazepane, azetidine, Schiff' s bases

Authors

First Name

Ahmed

Last Name

Saleh

MiddleName

-

Affiliation

Directorate of Education Kirkuk / Kirkuk / IRAQ

Email

ahmed.esp110@student.uomosul.edu.iq

City

-

Orcid

-

First Name

Mohanad

Last Name

Saleh

MiddleName

Y.

Affiliation

Department of Chemistry, College of Education for pure science, University of Mosul

Email

mohanadalallaf@uomosul.edu.iq

City

Mosul

Orcid

0000-0003-2320-5167

Volume

65

Article Issue

12

Related Issue

35799

Issue Date

2022-12-01

Receive Date

2022-04-16

Publish Date

2022-12-01

Page Start

783

Page End

792

Print ISSN

0449-2285

Online ISSN

2357-0245

Link

https://ejchem.journals.ekb.eg/article_237841.html

Detail API

https://ejchem.journals.ekb.eg/service?article_code=237841

Order

237,841

Type

Original Article

Type Code

297

Publication Type

Journal

Publication Title

Egyptian Journal of Chemistry

Publication Link

https://ejchem.journals.ekb.eg/

MainTitle

Synthesis of heterocyclic compounds by cyclization of Schiff bases prepared from capric acid hydrazide and study of biological activity

Details

Type

Article

Created At

30 Dec 2024