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 (<sup>1</sup>H and <sup>13</sup>C), 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 CH<sub>2</sub> group and fragment to m/z 177 by loss of HCO. This fragmented to m/z 162 by loss of –CH<sub>3</sub> 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.

Highlights

  • An opening to Medicinal Chemistry gives us a very accurate look at the world of medicine [1]

  • The present study reported the synthesis of two derivatives of quinazolinone, 7-chloro-2-methyl-4H-benzo- [d]-1,3-oxazine-4one (1) and 3-amino-7-chloro-2-methylquinazolin-4-(3H)-one (2)

  • Due to the pharmacological activities of 4-(3H)-quinazolinone derivatives, 2,3-disubstituted derivative of quinazoline-4-one were synthesized via the interaction of the benzoxazinone derivative with nitrogen nucleophile with the aim of obtaining more precise information about the course of the reaction and some interesting pharmaceutical compounds

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Summary

Introduction

An opening to Medicinal Chemistry gives us a very accurate look at the world of medicine [1]. Basis of Medicinal chemistry is necessary to consider physiochemical properties, used to establish new pharmacologically active constituents and their components of action and many of them are entered to pharmacological evaluation for determining their biological properties. This arbitrary evaluation process has been incompetent, but it has resulted in recognition of new lead compounds whose structures have been improved to produce clinical agents [2]. Consolidation of Methyl-2-amino-4-Chlorobenzoate with acetic anhydride produced the cyclic compound 2-methyl 7-Chloro-1, 3-benzooxazine-4-one (1) which 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. The final fragmentation led to ion of m/z 93 and ion of mass m/z 65, respectively

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