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Cyclization of 2-benzoylamino-N-methyl-thiobenzamides to 3-methyl-2-phenylquinazolin-4-thiones

✍ Scribed by Jiří Hanusek; Pavel Drabina; MiloŠ Sedlák; Pavel Rosa

Publisher: Journal of Heterocyclic Chemistry
Year: 2006
Tongue: English
Weight: 299 KB
Volume: 43
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570430521

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✦ Synopsis

Acylation of 2-amino-N-methyl-thiobenzamide with substituted benzoyl chlorides has been used to synthesize the corresponding 2-benzoylamino-N-methylthiobenzamides. Subsequent sodium methoxidecatalyzed ring closure gives the corresponding 3-methyl-2-phenylquinazoline-4-thiones. These compounds were characterized by means of their 1 H-and 13 C-NMR spectra. The kinetics of the cyclization reaction has been followed with UV-VIS spectroscopy at 100 °C in methanolic solutions of sodium methoxide.

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