Electron Impact Ionization Mass Spectra of 3-Amino 6-Chloro-2-methyl Quinazolin-4-(3H)-one Derivative

Osarumwense Peter Osarodion; Omotade Treasure Ejodamen

doi:doi:10.11648/j.ajmsp.20210601.13

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Electron Impact Ionization Mass Spectra of 3-Amino 6-Chloro-2-methyl Quinazolin-4-(3H)-one Derivative

Osarumwense Peter Osarodion, Omotade Treasure Ejodamen

Published in American Journal of Materials Synthesis and Processing (Volume 6, Issue 1)

Received: 7 January 2021 Accepted: 6 February 2021 Published: 17 March 2021

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Abstract

Background: Looking at the previous studies on quinazolinones derivatives, only limited information’sare available on their massspectral along with the preparation of novel quinazolin-4-(3H)-one derivatives. Consolidation of Methyl-2-amino-4-Chlorobenzoate with acetic anhydride produced the cyclic compound 2-methyl 7-Chloro-1, 3-benzo-oxazine-4-one (1) which then produced 3-Amino-2-Methyl 7-Chloro quinazolin-4(3H)-ones (2) through the reaction with hydrazine hydrate. These compounds synthesized were indisputably confirmed by means of Infrared, Nuclear Magnetic Resonance (¹H and ¹³C), Gas Chromatography-Mass spectrophotometry and Elemental analysis. Discussion: The molecular ion of m/z 235 fragments to give m/z 220 by loss of –NH group. The ion of m/z 220 was broken to give m/z 206 by losing CH₂ group and fragment to m/z 177 by loss of HCO. This fragmented to m/z 162 by loss of –CH₃ group and then m/z 136 by loss of CN group. The loss of O gave m/z 120 which fragment to give m/z 93 by loss of –HCN and finally gave m/z 65 by loss of CO group. Conclusion: The electron impact ionization mass spectra of compound 2 show a weak molecular ion peak and a base peak of m/z 235 resulting from a cleavage fragmentation. Compound 2 give a characteristic fragmentation pattern. From the study of the mass spectra of compound 2, it was found that the molecular ion had fragmented to the m/z 220. The final fragmentation led to ion of m/z 93 and ion of mass m/z 65, respectively.

Published in	American Journal of Materials Synthesis and Processing (Volume 6, Issue 1)
DOI	10.11648/j.ajmsp.20210601.13
Page(s)	20-25
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

Mass Spectroscopy, 3-amino-7-chloro-2-methyl Quinazolinone, Nucleophile, Quinazolinone, Electron Impact Ionization Mass Spectra

References

[1]	Kennedy, John F. An Introduction to Medicinal Chemistry. Carbohydrate Polymers 2007; 68: 609–610. http://dx.doi.org/10.1016/ j.carbpol.2006.06.032
[2]	Selvam T, Kumar P, Vijayaraj P. Quinazoline Marketed drugs – A Review. Research in Pharmacy 2011; 1: 1-21.
[3]	Stewart KD, Shirodaa M, James CA. Drug Guru: A computer software program for drug design using medicinal chemistry rules. Bioorganic & Medicinal Chemistry 2006; 14: 7011–7022. http://dx.doi.org/10.1016/ j.bmc.2006.06.024 PMid:16870456
[4]	Maity A, Mondal S, Paira R, Hazra A, Naskar S, Sahu KB, Saha P, Banrejee S, Mondal NB. A novel approach for the one-pot synthesis of linear and angular fused quinazolinones Tetrahedron Lett 2011; 52: 3033-3037. http://dx.doi.org/10.1016/j.tetlet.2011.04.019
[5]	Gundla R, Kazemi R, Sanam R, Muttineni R, Sarma JA, Dayam R, Neamati NJ. Discovery of Novel Small-Molecule Inhibitors of Human Epidermal Growth Factor Receptor-2: Combined Ligand and TargetBased Approach. Med. Chem 2008; 51: 3367. http://dx.doi.org/10.1021/jm7013875 PMid:18500794
[6]	Balakumar C, Lamba P, Kishore DP, Narayan BL, Rao KV, Rajwinder K, Rao KR, Shireesha B, Narsaiah B. Synthesis, anti-inflammatory evaluation and docking studies of some new fluorinated fused quinazolines. Eur. J. Med. Chem. 2010; 45: 4904–4913. http://dx.doi.org/10.1016/j.ejmech.2010.07.063 PMid:20800934
[7]	Venakata Ramana Reddy et al, Int. J. Pharm. Sci. Rev. Res., 29 (2), 2014; Article No. 01, Pages: 1-4.
[8]	Ahmed Mahal et al, World Journal of Organic Chemistry, 2015, Vol. 3, No. 1, 1-8.
[9]	Nagaraju Gollapalli et al, AJPAMC, 1 (1), 2013, 48-53.
[10]	Mohamed F. Zayed, Journal of Taibah University Medical Sciences (2014) 9 (2), 104–109.
[11]	D. Channe Gowda et al, Bioorganic & Medicinal Chemistry Letters 25 (2015) 1072–1077.
[12]	AMR Y Esmat et al, Lipids in Health and Disease 2005, 4: 22
[13]	Nema Rajesh Kumar et al, Academic Journal of Cancer Research, 2009, 2 (2): 73-77.
[14]	Mohammed Hussen Bule et al, IAJPR, 2015, Vol 5, Issue 02.
[15]	B. Zarranz et al, Brazilian Journal of Pharmaceutical Sciences, 2006, vol. 42.
[16]	CH. Rajveer et al, Int. J. Pharma and Bio Sci, 2010, Vol. 1, Issue-3, 2010.
[17]	Ratnakar Singh et al, IJPCBS 2013, 3 (4), 1269-1275.
[18]	Kishor H. Chikhalia et al, International Journal of Drug Design and Discovery, 2012, Volume 3, Issue 1, 739- 730.
[19]	Sucheta et al, IJPCBS 2012, 2 (1), 97-103.

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Osarumwense Peter Osarodion, Omotade Treasure Ejodamen. (2021). Electron Impact Ionization Mass Spectra of 3-Amino 6-Chloro-2-methyl Quinazolin-4-(3H)-one Derivative. American Journal of Materials Synthesis and Processing, 6(1), 20-25. https://doi.org/10.11648/j.ajmsp.20210601.13

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ACS Style

Osarumwense Peter Osarodion; Omotade Treasure Ejodamen. Electron Impact Ionization Mass Spectra of 3-Amino 6-Chloro-2-methyl Quinazolin-4-(3H)-one Derivative. Am. J. Mater. Synth. Process. 2021, 6(1), 20-25. doi: 10.11648/j.ajmsp.20210601.13

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AMA Style

Osarumwense Peter Osarodion, Omotade Treasure Ejodamen. Electron Impact Ionization Mass Spectra of 3-Amino 6-Chloro-2-methyl Quinazolin-4-(3H)-one Derivative. Am J Mater Synth Process. 2021;6(1):20-25. doi: 10.11648/j.ajmsp.20210601.13

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@article{10.11648/j.ajmsp.20210601.13,
  author = {Osarumwense Peter Osarodion and Omotade Treasure Ejodamen},
  title = {Electron Impact Ionization Mass Spectra of 3-Amino 6-Chloro-2-methyl Quinazolin-4-(3H)-one Derivative},
  journal = {American Journal of Materials Synthesis and Processing},
  volume = {6},
  number = {1},
  pages = {20-25},
  doi = {10.11648/j.ajmsp.20210601.13},
  url = {https://doi.org/10.11648/j.ajmsp.20210601.13},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ajmsp.20210601.13},
  abstract = {Background: Looking at the previous studies on quinazolinones derivatives, only limited information’sare available on their massspectral along with the preparation of novel quinazolin-4-(3H)-one derivatives. Consolidation of Methyl-2-amino-4-Chlorobenzoate with acetic anhydride produced the cyclic compound 2-methyl 7-Chloro-1, 3-benzo-oxazine-4-one (1) which then produced 3-Amino-2-Methyl 7-Chloro quinazolin-4(3H)-ones (2) through the reaction with hydrazine hydrate. These compounds synthesized were indisputably confirmed by means of Infrared, Nuclear Magnetic Resonance (1H and 13C), Gas Chromatography-Mass spectrophotometry and Elemental analysis. Discussion: The molecular ion of m/z 235 fragments to give m/z 220 by loss of –NH group. The ion of m/z 220 was broken to give m/z 206 by losing CH2 group and fragment to m/z 177 by loss of HCO. This fragmented to m/z 162 by loss of –CH3 group and then m/z 136 by loss of CN group. The loss of O gave m/z 120 which fragment to give m/z 93 by loss of –HCN and finally gave m/z 65 by loss of CO group. Conclusion: The electron impact ionization mass spectra of compound 2 show a weak molecular ion peak and a base peak of m/z 235 resulting from a cleavage fragmentation. Compound 2 give a characteristic fragmentation pattern. From the study of the mass spectra of compound 2, it was found that the molecular ion had fragmented to the m/z 220. The final fragmentation led to ion of m/z 93 and ion of mass m/z 65, respectively.},
 year = {2021}
}

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TY  - JOUR
T1  - Electron Impact Ionization Mass Spectra of 3-Amino 6-Chloro-2-methyl Quinazolin-4-(3H)-one Derivative
AU  - Osarumwense Peter Osarodion
AU  - Omotade Treasure Ejodamen
Y1  - 2021/03/17
PY  - 2021
N1  - https://doi.org/10.11648/j.ajmsp.20210601.13
DO  - 10.11648/j.ajmsp.20210601.13
T2  - American Journal of Materials Synthesis and Processing
JF  - American Journal of Materials Synthesis and Processing
JO  - American Journal of Materials Synthesis and Processing
SP  - 20
EP  - 25
PB  - Science Publishing Group
SN  - 2575-1530
UR  - https://doi.org/10.11648/j.ajmsp.20210601.13
AB  - Background: Looking at the previous studies on quinazolinones derivatives, only limited information’sare available on their massspectral along with the preparation of novel quinazolin-4-(3H)-one derivatives. Consolidation of Methyl-2-amino-4-Chlorobenzoate with acetic anhydride produced the cyclic compound 2-methyl 7-Chloro-1, 3-benzo-oxazine-4-one (1) which then produced 3-Amino-2-Methyl 7-Chloro quinazolin-4(3H)-ones (2) through the reaction with hydrazine hydrate. These compounds synthesized were indisputably confirmed by means of Infrared, Nuclear Magnetic Resonance (1H and 13C), Gas Chromatography-Mass spectrophotometry and Elemental analysis. Discussion: The molecular ion of m/z 235 fragments to give m/z 220 by loss of –NH group. The ion of m/z 220 was broken to give m/z 206 by losing CH2 group and fragment to m/z 177 by loss of HCO. This fragmented to m/z 162 by loss of –CH3 group and then m/z 136 by loss of CN group. The loss of O gave m/z 120 which fragment to give m/z 93 by loss of –HCN and finally gave m/z 65 by loss of CO group. Conclusion: The electron impact ionization mass spectra of compound 2 show a weak molecular ion peak and a base peak of m/z 235 resulting from a cleavage fragmentation. Compound 2 give a characteristic fragmentation pattern. From the study of the mass spectra of compound 2, it was found that the molecular ion had fragmented to the m/z 220. The final fragmentation led to ion of m/z 93 and ion of mass m/z 65, respectively.
VL  - 6
IS  - 1
ER  -

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Author Information

Osarumwense Peter Osarodion

Department of Chemical Sciences, Ondo State University of Sciences and Technology, Okitipupa, Nigeria
Omotade Treasure Ejodamen

Department of Chemical Sciences, Ondo State University of Sciences and Technology, Okitipupa, Nigeria

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Osarumwense Peter Osarodion, Omotade Treasure Ejodamen. (2021). Electron Impact Ionization Mass Spectra of 3-Amino 6-Chloro-2-methyl Quinazolin-4-(3H)-one Derivative. American Journal of Materials Synthesis and Processing, 6(1), 20-25. https://doi.org/10.11648/j.ajmsp.20210601.13

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ACS Style

Osarumwense Peter Osarodion; Omotade Treasure Ejodamen. Electron Impact Ionization Mass Spectra of 3-Amino 6-Chloro-2-methyl Quinazolin-4-(3H)-one Derivative. Am. J. Mater. Synth. Process. 2021, 6(1), 20-25. doi: 10.11648/j.ajmsp.20210601.13

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AMA Style

Osarumwense Peter Osarodion, Omotade Treasure Ejodamen. Electron Impact Ionization Mass Spectra of 3-Amino 6-Chloro-2-methyl Quinazolin-4-(3H)-one Derivative. Am J Mater Synth Process. 2021;6(1):20-25. doi: 10.11648/j.ajmsp.20210601.13

Copy | Download

@article{10.11648/j.ajmsp.20210601.13,
  author = {Osarumwense Peter Osarodion and Omotade Treasure Ejodamen},
  title = {Electron Impact Ionization Mass Spectra of 3-Amino 6-Chloro-2-methyl Quinazolin-4-(3H)-one Derivative},
  journal = {American Journal of Materials Synthesis and Processing},
  volume = {6},
  number = {1},
  pages = {20-25},
  doi = {10.11648/j.ajmsp.20210601.13},
  url = {https://doi.org/10.11648/j.ajmsp.20210601.13},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ajmsp.20210601.13},
  abstract = {Background: Looking at the previous studies on quinazolinones derivatives, only limited information’sare available on their massspectral along with the preparation of novel quinazolin-4-(3H)-one derivatives. Consolidation of Methyl-2-amino-4-Chlorobenzoate with acetic anhydride produced the cyclic compound 2-methyl 7-Chloro-1, 3-benzo-oxazine-4-one (1) which then produced 3-Amino-2-Methyl 7-Chloro quinazolin-4(3H)-ones (2) through the reaction with hydrazine hydrate. These compounds synthesized were indisputably confirmed by means of Infrared, Nuclear Magnetic Resonance (1H and 13C), Gas Chromatography-Mass spectrophotometry and Elemental analysis. Discussion: The molecular ion of m/z 235 fragments to give m/z 220 by loss of –NH group. The ion of m/z 220 was broken to give m/z 206 by losing CH2 group and fragment to m/z 177 by loss of HCO. This fragmented to m/z 162 by loss of –CH3 group and then m/z 136 by loss of CN group. The loss of O gave m/z 120 which fragment to give m/z 93 by loss of –HCN and finally gave m/z 65 by loss of CO group. Conclusion: The electron impact ionization mass spectra of compound 2 show a weak molecular ion peak and a base peak of m/z 235 resulting from a cleavage fragmentation. Compound 2 give a characteristic fragmentation pattern. From the study of the mass spectra of compound 2, it was found that the molecular ion had fragmented to the m/z 220. The final fragmentation led to ion of m/z 93 and ion of mass m/z 65, respectively.},
 year = {2021}
}

Copy | Download

TY  - JOUR
T1  - Electron Impact Ionization Mass Spectra of 3-Amino 6-Chloro-2-methyl Quinazolin-4-(3H)-one Derivative
AU  - Osarumwense Peter Osarodion
AU  - Omotade Treasure Ejodamen
Y1  - 2021/03/17
PY  - 2021
N1  - https://doi.org/10.11648/j.ajmsp.20210601.13
DO  - 10.11648/j.ajmsp.20210601.13
T2  - American Journal of Materials Synthesis and Processing
JF  - American Journal of Materials Synthesis and Processing
JO  - American Journal of Materials Synthesis and Processing
SP  - 20
EP  - 25
PB  - Science Publishing Group
SN  - 2575-1530
UR  - https://doi.org/10.11648/j.ajmsp.20210601.13
AB  - Background: Looking at the previous studies on quinazolinones derivatives, only limited information’sare available on their massspectral along with the preparation of novel quinazolin-4-(3H)-one derivatives. Consolidation of Methyl-2-amino-4-Chlorobenzoate with acetic anhydride produced the cyclic compound 2-methyl 7-Chloro-1, 3-benzo-oxazine-4-one (1) which then produced 3-Amino-2-Methyl 7-Chloro quinazolin-4(3H)-ones (2) through the reaction with hydrazine hydrate. These compounds synthesized were indisputably confirmed by means of Infrared, Nuclear Magnetic Resonance (1H and 13C), Gas Chromatography-Mass spectrophotometry and Elemental analysis. Discussion: The molecular ion of m/z 235 fragments to give m/z 220 by loss of –NH group. The ion of m/z 220 was broken to give m/z 206 by losing CH2 group and fragment to m/z 177 by loss of HCO. This fragmented to m/z 162 by loss of –CH3 group and then m/z 136 by loss of CN group. The loss of O gave m/z 120 which fragment to give m/z 93 by loss of –HCN and finally gave m/z 65 by loss of CO group. Conclusion: The electron impact ionization mass spectra of compound 2 show a weak molecular ion peak and a base peak of m/z 235 resulting from a cleavage fragmentation. Compound 2 give a characteristic fragmentation pattern. From the study of the mass spectra of compound 2, it was found that the molecular ion had fragmented to the m/z 220. The final fragmentation led to ion of m/z 93 and ion of mass m/z 65, respectively.
VL  - 6
IS  - 1
ER  -

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