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Synthesis and intramolecular cyclization of 2-methylsulfany-4-oxo-3(4H)-quinazolinyl)acetohydrazide

✍ Scribed by Milda M. Burbuliene; Olegas Bobrovas; Povilas Vainilavicius

Publisher: Journal of Heterocyclic Chemistry
Year: 2006
Tongue: English
Weight: 91 KB
Volume: 43
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570430106

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✦ Synopsis

Abstract

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Treatment of ambident sodium salt of 2‐methylsulfanyl‐4(3__H__)‐quinazolinone with methyl bromoacetate resulted in N~(3)~‐alkyl ester formation. Reaction of the resulted ester with hydrazine hydrate gave 2‐methylsulfanyl‐4‐oxo‐3(4__H__)‐quinazolinyl)acetohydrazide, which underwent intramolecular cyclization under heating in dimethylformamide to give 1‐aminoimidazo[2,1‐b]quinazoline‐2,5(1__H__,3__H__)‐dione. The latter took place in acylation reaction and in condensation with aromatic aldehydes.

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