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Synthesis of 5-chloro-2-methyl-3-(5-methylthiazol-2-yl)-4(3H)-quinazolinone and related compounds with potential biological activity

✍ Scribed by Cyril Párkányi; Duran S. Schmidt

Publisher
Journal of Heterocyclic Chemistry
Year
2000
Tongue
English
Weight
313 KB
Volume
37
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

Eight new 2‐methyl‐4(3__H__)‐quinazolinones (8a‐8d, 9c, 9d, 10c, 10d) with one or two chlorine atoms in the benzene ring and a 5‐methyl‐1,3‐thiazol‐2‐yl, 4‐methyl‐1,3‐thiazol‐2‐yl, and 5‐ethyl‐1,3,4‐thiadiazol‐2‐yl substituent in position 3 of the heterocyclic ring were synthesized and characterized. The two step procedure (Scheme 1) utilizes chlorosubstituted anthranilic acids (3a‐3d) and acetic anhydride as the starting materials, with the respective chlorosubstituted 2‐methyl‐4__H__‐3,1‐benzoxazin‐4‐ones (4a‐4d) as the intermediates. The quinazoline derivatives were characterized by their melting points, elemental analyses and the mass, ultraviolet, infrared, and ^1^H and ^13^C nmr spectra. The new compounds are expected to be biologically active.

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