PAPER	Synthesis 2006: 2845-2848   DOI: 10.1055/s-2006-942519
© Georg Thieme Verlag Stuttgart · New York
A Convenient Method for the Conversion of a Carboxy Group into a 4,6-Di­methoxy-1,3,5-triazine Group: Application to N-Benzylpyroglutamic Acids
Souhila Oudira, Benoît Rigoa, Jean-Pierre Hénichartb, Philippe Gautret*a
a Groupe de Recherche sur l'Inhibition de la Prolifération Cellulaire, EA 2692, Ecole des Hautes Etudes d'Ingénieur, 13 rue de Toul, 59046 Lille, France b Groupe de Recherche sur l'Inhibition de la Prolifération Cellulaire, EA 2692, Institut de Chimie Pharmaceutique Albert Lespagnol, Université de Lille, 2 rue du Professeur Laguesse, 59006 Lille, France Fax: +33(3)28384804; e-Mail: philippe.gautret@hei.fr;
Received 22 March 2006

Abstract

Reaction of an activated form of carboxylic acids with a stoichiometric amount of zinc dimethyl imidodicarbonimidate (in CH₂Cl₂-pyridine with molecular sieves), led to 4,6-dimethoxy-1,3,5-triazines in high yields. This method has been applied to N-benzylpyroglutamic acids, in the preparation of potential antifungal products.

Key words

pyroglutamic derivatives - lactams - imidodicarbonimidate zinc salt - heterocycles - triazines