Abstract
Background: The synthesis of novel heterocyclic derivatives has attracted considerable attention. The explosive growth of heterocyclic chemistry is emphasized by the large number of research publications, monographs, and reviews. The heterocyclic organic compounds are extensively disseminated in natural and synthetic medicinal chemistry and are vital for human life. Looking at the previous studies on quinazolinones derivatives, only limited informationis available on their mass spectral along with the preparation of novel quinazolin-4-(3H)-one derivatives. Objective: Objective of this study, was to synthesize a novel 2-Methyl-6, 7-dimethoxy-quinazolin-4-one was synthesized via the reaction between 2-Methyl-6, 7-dimethoxy-benzo-1,3-oxazin-4-one andhydrazine hydrate and study their electron impact ( EI ) mass spectral fragmentation. Method: The condensation of 2-amino-methyl-4, 5-dimethoxybenzoate with acetic anhydride yielded the cyclic compound 2-methyl-4, 5-disubstituted-1, 3-benzo-oxazine-4-one which further produce a novel 2,3-disubstituted quinazolin-4 ones via the reaction with hydrazine hydrate. The compounds synthesized were unequivocally confirmed by means of Infrared, Nuclear Magnetic Resonance (1H and 13C), Gas Chromatography Mass Spectrophotometer and Elemental analysis. Discussion: The molecular ion of m/z 235 fragment 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 2show a weakmolecular ion peak and a base peak ofm/z 235resulting 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.
Highlights
Heterocyclic compounds are cyclic compounds with the ring containing carbon and other elements, the commonest being oxygen, nitrogen and sulphur [1]
Gas chromatography mass (GC/MS) spectra were obtained on a Finingan MAT 44S mass spectrometer operating at electron impact energy of 70eV.Elemental analysis data agreed with the calculated values
Gas chromatography Mass spectra were obtained on a HAZ VOLATILE V2.M (400MHz) and chemical shifts are reported in ppm relative to tetramethylsilane as reference standard
Summary
Heterocyclic compounds are cyclic compounds with the ring containing carbon and other elements, the commonest being oxygen, nitrogen and sulphur [1]. Looking at the previous studies on quinazolinones derivatives, only limited informationis available on their mass spectral along with the preparation of novel quinazolin-4-(3H)-one derivatives. Objective: Objective of this study, was to synthesize a novel 2-Methyl-6, 7-dimethoxy-quinazolin-4-one was synthesized via the reaction between 2-Methyl-6, 7dimethoxy-benzo-1,3-oxazin-4-one andhydrazine hydrate and study their electron impact ( EI ) mass spectral fragmentation. Method: The condensation of 2-amino-methyl-4, 5-dimethoxybenzoate with acetic anhydride yielded the cyclic compound 2methyl-4, 5-disubstituted-1, 3-benzo-oxazine-4-one which further produce a novel 2,3-disubstituted quinazolin-4 ones via the reaction with hydrazine hydrate. 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. Conclusion: The electron impact ionization mass spectra of compound 2show a weakmolecular ion peak and a base peak ofm/z 235resulting from a cleavage fragmentation. The final fragmentation led to ion of m/z 93 and ion of mass m/z 65, respectively
Sign-in/Register to view highlights & summary Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callMore From: American Journal of Materials Synthesis and Processing
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
