Synthesis and Characterization of Bioactive Cadmium (II) Complexes Derived from 4-Benzyloxybenzoylhydrazine with Different Aromatic Aldehydes

Rezaul Haque Ansary; Jaber Al Mamun; Md. Belayet Hossain Howlader

doi:doi:10.11648/j.sjc.20200803.13

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Synthesis and Characterization of Bioactive Cadmium (II) Complexes Derived from 4-Benzyloxybenzoylhydrazine with Different Aromatic Aldehydes

Rezaul Haque Ansary, Jaber Al Mamun, Md. Belayet Hossain Howlader

Published in Science Journal of Chemistry (Volume 8, Issue 3)

Received: 6 May 2020 Accepted: 28 May 2020 Published: 17 June 2020

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Abstract

The reactions of the ligand precursor 4-benzyloxybenzoylhydrazine (2) with cinnamaldehyde, salicylaldehyde, 2,4-dimethoxybenzaldehyde, 4-N,N dimethylaminobenzaldehyde, 4-methoxybenzaldehyde formed the ligands C₆H₅CH₂OC₆H₄CONHN=CHR, where R=C₆H₅CH=CH, (3); C₆H₄(OH), (4); C₆H₃(OCH₃)₂, (5); C₆H₄N(CH₃)₂, (6); C₆H₄(OCH₃), (7), respectively. The ligand precursor 4-benzyloxybenzoylhydrazine (2) was synthesized by the condensation reaction of ethyl-4-benzyloxybenzoate (1) with hydrazine hydrate. Ethyl-4-benzyloxybenzoate (1) was synthesized by the reaction of ethyl-4-hydroxybenzoate and benzyl bromide dissolved in acetone in presence of anhydrous potassium carbonate. By the reactions of the synthesized ligands with cadmium(II) acetate, a series of complexes [(C₆H₅CH₂OC₆H₄CONHN=CHR)₂Cd] were obtained, where R=C₆H₅CH=CH, (8); C₆H₄(OH), (9); C₆H₃(OCH₃)₂, (10); C₆H₄N(CH₃)₂, (11); C₆H₄(OCH₃), (12). The complexes cannot be obtained via a template method. The compounds have been characterized by elemental analysis, conductivity measurements, UV-visible, FT-IR, ¹H NMR spectral studies. The conductivity measurement data revealed that the complexes are non-electrolytic in nature. The UV-visible data of the complexes suggested the tetrahedral geometry of Cd(II) ion. The antibacterial results of the ligands (3-7) exhibited very low or no activity against pathogenic bacteria viz. gram positive (Bacillus anthracis, Staphylococcus aureus, Bacillus megaterium) and gram negative (Shigella flexneri, Escherichia coli, Shigella shiga), whereas their corresponding complexes (8-12) exhibited activity against the aforementioned bacteria but less than the standard drug, kanamycine. This implies that the activity showed by the complexes is solely responsible for the presence of Cadmium (II) ion.

Published in	Science Journal of Chemistry (Volume 8, Issue 3)
DOI	10.11648/j.sjc.20200803.13
Page(s)	59-65
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

Schiff Base, Aroylhydrazone, Spectroscopy, Antibacterial Activity

References

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Rezaul Haque Ansary, Jaber Al Mamun, Md. Belayet Hossain Howlader. (2020). Synthesis and Characterization of Bioactive Cadmium (II) Complexes Derived from 4-Benzyloxybenzoylhydrazine with Different Aromatic Aldehydes. Science Journal of Chemistry, 8(3), 59-65. https://doi.org/10.11648/j.sjc.20200803.13

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ACS Style

Rezaul Haque Ansary; Jaber Al Mamun; Md. Belayet Hossain Howlader. Synthesis and Characterization of Bioactive Cadmium (II) Complexes Derived from 4-Benzyloxybenzoylhydrazine with Different Aromatic Aldehydes. Sci. J. Chem. 2020, 8(3), 59-65. doi: 10.11648/j.sjc.20200803.13

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AMA Style

Rezaul Haque Ansary, Jaber Al Mamun, Md. Belayet Hossain Howlader. Synthesis and Characterization of Bioactive Cadmium (II) Complexes Derived from 4-Benzyloxybenzoylhydrazine with Different Aromatic Aldehydes. Sci J Chem. 2020;8(3):59-65. doi: 10.11648/j.sjc.20200803.13

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@article{10.11648/j.sjc.20200803.13,
  author = {Rezaul Haque Ansary and Jaber Al Mamun and Md. Belayet Hossain Howlader},
  title = {Synthesis and Characterization of Bioactive Cadmium (II) Complexes Derived from 4-Benzyloxybenzoylhydrazine with Different Aromatic Aldehydes},
  journal = {Science Journal of Chemistry},
  volume = {8},
  number = {3},
  pages = {59-65},
  doi = {10.11648/j.sjc.20200803.13},
  url = {https://doi.org/10.11648/j.sjc.20200803.13},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.sjc.20200803.13},
  abstract = {The reactions of the ligand precursor 4-benzyloxybenzoylhydrazine (2) with cinnamaldehyde, salicylaldehyde, 2,4-dimethoxybenzaldehyde, 4-N,N dimethylaminobenzaldehyde, 4-methoxybenzaldehyde formed the ligands C6H5CH2OC6H4CONHN=CHR, where R=C6H5CH=CH, (3); C6H4(OH), (4); C6H3(OCH3)2, (5); C6H4N(CH3)2, (6); C6H4(OCH3), (7), respectively. The ligand precursor 4-benzyloxybenzoylhydrazine (2) was synthesized by the condensation reaction of ethyl-4-benzyloxybenzoate (1) with hydrazine hydrate. Ethyl-4-benzyloxybenzoate (1) was synthesized by the reaction of ethyl-4-hydroxybenzoate and benzyl bromide dissolved in acetone in presence of anhydrous potassium carbonate. By the reactions of the synthesized ligands with cadmium(II) acetate, a series of complexes [(C6H5CH2OC6H4CONHN=CHR)2Cd] were obtained, where R=C6H5CH=CH, (8); C6H4(OH), (9); C6H3(OCH3)2, (10); C6H4N(CH3)2, (11); C6H4(OCH3), (12). The complexes cannot be obtained via a template method. The compounds have been characterized by elemental analysis, conductivity measurements, UV-visible, FT-IR, 1H NMR spectral studies. The conductivity measurement data revealed that the complexes are non-electrolytic in nature. The UV-visible data of the complexes suggested the tetrahedral geometry of Cd(II) ion. The antibacterial results of the ligands (3-7) exhibited very low or no activity against pathogenic bacteria viz. gram positive (Bacillus anthracis, Staphylococcus aureus, Bacillus megaterium) and gram negative (Shigella flexneri, Escherichia coli, Shigella shiga), whereas their corresponding complexes (8-12) exhibited activity against the aforementioned bacteria but less than the standard drug, kanamycine. This implies that the activity showed by the complexes is solely responsible for the presence of Cadmium (II) ion.},
 year = {2020}
}

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TY  - JOUR
T1  - Synthesis and Characterization of Bioactive Cadmium (II) Complexes Derived from 4-Benzyloxybenzoylhydrazine with Different Aromatic Aldehydes
AU  - Rezaul Haque Ansary
AU  - Jaber Al Mamun
AU  - Md. Belayet Hossain Howlader
Y1  - 2020/06/17
PY  - 2020
N1  - https://doi.org/10.11648/j.sjc.20200803.13
DO  - 10.11648/j.sjc.20200803.13
T2  - Science Journal of Chemistry
JF  - Science Journal of Chemistry
JO  - Science Journal of Chemistry
SP  - 59
EP  - 65
PB  - Science Publishing Group
SN  - 2330-099X
UR  - https://doi.org/10.11648/j.sjc.20200803.13
AB  - The reactions of the ligand precursor 4-benzyloxybenzoylhydrazine (2) with cinnamaldehyde, salicylaldehyde, 2,4-dimethoxybenzaldehyde, 4-N,N dimethylaminobenzaldehyde, 4-methoxybenzaldehyde formed the ligands C6H5CH2OC6H4CONHN=CHR, where R=C6H5CH=CH, (3); C6H4(OH), (4); C6H3(OCH3)2, (5); C6H4N(CH3)2, (6); C6H4(OCH3), (7), respectively. The ligand precursor 4-benzyloxybenzoylhydrazine (2) was synthesized by the condensation reaction of ethyl-4-benzyloxybenzoate (1) with hydrazine hydrate. Ethyl-4-benzyloxybenzoate (1) was synthesized by the reaction of ethyl-4-hydroxybenzoate and benzyl bromide dissolved in acetone in presence of anhydrous potassium carbonate. By the reactions of the synthesized ligands with cadmium(II) acetate, a series of complexes [(C6H5CH2OC6H4CONHN=CHR)2Cd] were obtained, where R=C6H5CH=CH, (8); C6H4(OH), (9); C6H3(OCH3)2, (10); C6H4N(CH3)2, (11); C6H4(OCH3), (12). The complexes cannot be obtained via a template method. The compounds have been characterized by elemental analysis, conductivity measurements, UV-visible, FT-IR, 1H NMR spectral studies. The conductivity measurement data revealed that the complexes are non-electrolytic in nature. The UV-visible data of the complexes suggested the tetrahedral geometry of Cd(II) ion. The antibacterial results of the ligands (3-7) exhibited very low or no activity against pathogenic bacteria viz. gram positive (Bacillus anthracis, Staphylococcus aureus, Bacillus megaterium) and gram negative (Shigella flexneri, Escherichia coli, Shigella shiga), whereas their corresponding complexes (8-12) exhibited activity against the aforementioned bacteria but less than the standard drug, kanamycine. This implies that the activity showed by the complexes is solely responsible for the presence of Cadmium (II) ion.
VL  - 8
IS  - 3
ER  -

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Author Information

Rezaul Haque Ansary

Department of Chemistry, Rajshahi University, Rajshahi, Bangladesh
Jaber Al Mamun

Department of Chemistry, Rajshahi University, Rajshahi, Bangladesh
Md. Belayet Hossain Howlader

Department of Chemistry, Rajshahi University, Rajshahi, Bangladesh

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Rezaul Haque Ansary, Jaber Al Mamun, Md. Belayet Hossain Howlader. (2020). Synthesis and Characterization of Bioactive Cadmium (II) Complexes Derived from 4-Benzyloxybenzoylhydrazine with Different Aromatic Aldehydes. Science Journal of Chemistry, 8(3), 59-65. https://doi.org/10.11648/j.sjc.20200803.13

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Rezaul Haque Ansary; Jaber Al Mamun; Md. Belayet Hossain Howlader. Synthesis and Characterization of Bioactive Cadmium (II) Complexes Derived from 4-Benzyloxybenzoylhydrazine with Different Aromatic Aldehydes. Sci. J. Chem. 2020, 8(3), 59-65. doi: 10.11648/j.sjc.20200803.13

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AMA Style

Rezaul Haque Ansary, Jaber Al Mamun, Md. Belayet Hossain Howlader. Synthesis and Characterization of Bioactive Cadmium (II) Complexes Derived from 4-Benzyloxybenzoylhydrazine with Different Aromatic Aldehydes. Sci J Chem. 2020;8(3):59-65. doi: 10.11648/j.sjc.20200803.13

Copy | Download

@article{10.11648/j.sjc.20200803.13,
  author = {Rezaul Haque Ansary and Jaber Al Mamun and Md. Belayet Hossain Howlader},
  title = {Synthesis and Characterization of Bioactive Cadmium (II) Complexes Derived from 4-Benzyloxybenzoylhydrazine with Different Aromatic Aldehydes},
  journal = {Science Journal of Chemistry},
  volume = {8},
  number = {3},
  pages = {59-65},
  doi = {10.11648/j.sjc.20200803.13},
  url = {https://doi.org/10.11648/j.sjc.20200803.13},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.sjc.20200803.13},
  abstract = {The reactions of the ligand precursor 4-benzyloxybenzoylhydrazine (2) with cinnamaldehyde, salicylaldehyde, 2,4-dimethoxybenzaldehyde, 4-N,N dimethylaminobenzaldehyde, 4-methoxybenzaldehyde formed the ligands C6H5CH2OC6H4CONHN=CHR, where R=C6H5CH=CH, (3); C6H4(OH), (4); C6H3(OCH3)2, (5); C6H4N(CH3)2, (6); C6H4(OCH3), (7), respectively. The ligand precursor 4-benzyloxybenzoylhydrazine (2) was synthesized by the condensation reaction of ethyl-4-benzyloxybenzoate (1) with hydrazine hydrate. Ethyl-4-benzyloxybenzoate (1) was synthesized by the reaction of ethyl-4-hydroxybenzoate and benzyl bromide dissolved in acetone in presence of anhydrous potassium carbonate. By the reactions of the synthesized ligands with cadmium(II) acetate, a series of complexes [(C6H5CH2OC6H4CONHN=CHR)2Cd] were obtained, where R=C6H5CH=CH, (8); C6H4(OH), (9); C6H3(OCH3)2, (10); C6H4N(CH3)2, (11); C6H4(OCH3), (12). The complexes cannot be obtained via a template method. The compounds have been characterized by elemental analysis, conductivity measurements, UV-visible, FT-IR, 1H NMR spectral studies. The conductivity measurement data revealed that the complexes are non-electrolytic in nature. The UV-visible data of the complexes suggested the tetrahedral geometry of Cd(II) ion. The antibacterial results of the ligands (3-7) exhibited very low or no activity against pathogenic bacteria viz. gram positive (Bacillus anthracis, Staphylococcus aureus, Bacillus megaterium) and gram negative (Shigella flexneri, Escherichia coli, Shigella shiga), whereas their corresponding complexes (8-12) exhibited activity against the aforementioned bacteria but less than the standard drug, kanamycine. This implies that the activity showed by the complexes is solely responsible for the presence of Cadmium (II) ion.},
 year = {2020}
}

Copy | Download

TY  - JOUR
T1  - Synthesis and Characterization of Bioactive Cadmium (II) Complexes Derived from 4-Benzyloxybenzoylhydrazine with Different Aromatic Aldehydes
AU  - Rezaul Haque Ansary
AU  - Jaber Al Mamun
AU  - Md. Belayet Hossain Howlader
Y1  - 2020/06/17
PY  - 2020
N1  - https://doi.org/10.11648/j.sjc.20200803.13
DO  - 10.11648/j.sjc.20200803.13
T2  - Science Journal of Chemistry
JF  - Science Journal of Chemistry
JO  - Science Journal of Chemistry
SP  - 59
EP  - 65
PB  - Science Publishing Group
SN  - 2330-099X
UR  - https://doi.org/10.11648/j.sjc.20200803.13
AB  - The reactions of the ligand precursor 4-benzyloxybenzoylhydrazine (2) with cinnamaldehyde, salicylaldehyde, 2,4-dimethoxybenzaldehyde, 4-N,N dimethylaminobenzaldehyde, 4-methoxybenzaldehyde formed the ligands C6H5CH2OC6H4CONHN=CHR, where R=C6H5CH=CH, (3); C6H4(OH), (4); C6H3(OCH3)2, (5); C6H4N(CH3)2, (6); C6H4(OCH3), (7), respectively. The ligand precursor 4-benzyloxybenzoylhydrazine (2) was synthesized by the condensation reaction of ethyl-4-benzyloxybenzoate (1) with hydrazine hydrate. Ethyl-4-benzyloxybenzoate (1) was synthesized by the reaction of ethyl-4-hydroxybenzoate and benzyl bromide dissolved in acetone in presence of anhydrous potassium carbonate. By the reactions of the synthesized ligands with cadmium(II) acetate, a series of complexes [(C6H5CH2OC6H4CONHN=CHR)2Cd] were obtained, where R=C6H5CH=CH, (8); C6H4(OH), (9); C6H3(OCH3)2, (10); C6H4N(CH3)2, (11); C6H4(OCH3), (12). The complexes cannot be obtained via a template method. The compounds have been characterized by elemental analysis, conductivity measurements, UV-visible, FT-IR, 1H NMR spectral studies. The conductivity measurement data revealed that the complexes are non-electrolytic in nature. The UV-visible data of the complexes suggested the tetrahedral geometry of Cd(II) ion. The antibacterial results of the ligands (3-7) exhibited very low or no activity against pathogenic bacteria viz. gram positive (Bacillus anthracis, Staphylococcus aureus, Bacillus megaterium) and gram negative (Shigella flexneri, Escherichia coli, Shigella shiga), whereas their corresponding complexes (8-12) exhibited activity against the aforementioned bacteria but less than the standard drug, kanamycine. This implies that the activity showed by the complexes is solely responsible for the presence of Cadmium (II) ion.
VL  - 8
IS  - 3
ER  -

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