Volume 188, Issue 11 pp. 2559-2572
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Réactivité du groupement N-(époxy-2,3 propyl)-N-méthylamino vis-à-vis d'amines aromatiques à l'état fondu. Etude des mécanismes et des chemins réactionnels

Marie-Florence Grenier-Loustalot

Corresponding Author

Marie-Florence Grenier-Loustalot

Institute Universitaire de Recherche Scientifique, Laboratoire de Chimie Organique Physique, UA 474, Avenue de l'Université, 64000 PAU, France

Institute Universitaire de Recherche Scientifique, Laboratoire de Chimie Organique Physique, UA 474, Avenue de l'Université, 64000 PAU, FranceSearch for more papers by this author
Laurence Orozco

Laurence Orozco

Institute Universitaire de Recherche Scientifique, Laboratoire de Chimie Organique Physique, UA 474, Avenue de l'Université, 64000 PAU, France

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Philippe Grenier

Philippe Grenier

Institute Universitaire de Recherche Scientifique, Laboratoire de Chimie Organique Physique, UA 474, Avenue de l'Université, 64000 PAU, France

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First published: November 1987
Citations: 5

Abstract

Mechanism and kinetics of the reactions of N-(2,3-epoxypropyl)-N-methylaniline (1) with aniline or 4,4′-sulfonyldianiline (3) were investigated using high performance liquid chromatography and 13C FT NMR under different conditions (110–172°C). Comparison of 1 with its derivatives shows that the activity of the 2,3-epoxypropyl group in such epoxides depends on the structure and the substituents at the benzene ring; etherification may occur already before the secondary amine is consumed.

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