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Synthesis 1993; 1993(9): 867-869
DOI: 10.1055/s-1993-25958
short paper
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A New and Convenient Method for the Preparation of 2-Substituted Quinazolines

Jean Jacques Vanden Eynde* , Jérôme Godin, Annie Mayence, André Maquestiau, Ernst Anders
  • *University of Mons-Hainaut, Organic Chemistry Laboratory, Place du Parc 20, B-7000 Mons, Belgium
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Publication Date:
29 April 2002 (online)

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Aldehydes, converted in situ into N-(1-chloroalkyl)pyridinium chlorides using thionyl chloride and pyridine, react with 2-aminobenzyl-amine, under mild conditions, to yield 1,2,3, 4-tetrahydroquinazolines. The latter can be aromatized readily by treatment with 2,3-dichloro-5,6-dicyanobenzoquinone or tetrachloro-1,4-benzoquinone in benzene.