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About author :
Ramesh Dhani
Dept. of Pharmaceutical Chemistry
JNTUA-OTRI, Anantapur,India
ABSTRACT:
Quinazoline is a bicyclic compound earlier known as benzo-1, 3-diazine. The name quinazolinone (German: Chinazolin) was proposed for its compound by wedding, on observing that this was isomeric with the then compound crinoline and quinaoxaline. The numbering of the quinazoline ring system which is currently used was suggested by Paal and Busch. The other less commonly used names for this system are ’phenmiazine’ and 5, 6-benzopyrimidine. However, the name ’Quinazoline’ is now universally accepted. The oxo-deravative is suffixed by one that is Quinazolinone.
Key words: Quinazoline, Quinazolinone, Anthranilic acid, Acetyl chloride.
Introduction :
Medicinal chemistry is concerned mainly with the organic, analytical and biological aspects of this process, but its people must interact productively with those in the other disciplines. It occupies a strategic position at the interface of chemistry and biology. There is considerable overlap with other disciplines for e.g. Medicinal chemistry and pharmacology both are concerned with mode of action and SAR of drugs. However, this kind of overlap facilities productive interactions in research. In the present study 2-methyl 3-amino quinazoline 4(3H) one would be prepare and characterised by spectral data .Quinazolinones and several of their derivatives have been found to be of greater intereset in view of their varied biological and pharmacological properties. The prominence enthused several chemists and medicinal chemists prepared newer quinazolines by different synthetic routes while incorporating a variety of known pharmacophores into their molecular systems and evaluating them for possible and pharmacological properties.
Experimental :
Step: 1
To a solution of anthranilic acid (0.1mol) is taken in a beaker and pyridine, acetyl chloride (0.2mol) was added. The reaction mixture is stirred continuously at 60o–90o further followed by 5%of sodium bicarbonate. The solid obtained is recrystalized from ethanol and dried .
Step: 2
A mixture of 2-methyl-4H-benzo[d][1,3] oxazin-4-one (0.01mole) compound was taken in round bottom flask and treated with hydrazine hydrate in ethanol was refluxed for 3hrs at 60o–90o and the resulting solution was poured in to the crushed ice which is cool. A white precipitated was obtained and recrystalized with ethanol and dried.
Results & Discussion :
Proton Magnetic Resonance Spectrum:
The 1HNMR spectrum was recorded on JMR spectrometer using TMS as internal standard and DMSOas solvent. The 1HNMR spectrum of quinazoline 4(3H) one a shown in figure 6.1 and table 6.1 It showed multiplets at δ 7.4-7.9(5H, Ar-H) which represent the aromatic protons and at δ 8 (1H, O, N-H) which represent the N-H group. The percentage yield of the compound II was found to be 65%. The melting point of the compound was found to be 2200
The solvent system here used to be hexane: ethyl acetate (1:1)
The Rf value of the compound was found to be 0.33
Conclusion :
The present study explain about the synthesis and characterization of 2-methyl 3-amino quinazoline 4(3H) one. The solvent system was found to be [hexane: ethyl acetate (1:1)], the Rf value of the compound was found to be 0.33. The compound was characterized by proton NMR; by this study the compound was conformed.
