Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact:

Price: ¥ 4,400 (Yen only)
Period: This Article can be accessed for 7 days.

Paper | Regular issue | Vol 48, No. 3, 1998, pp.451-459
Published online, 1st January, 1970
DOI: 10.3987/COM-97-8050
Reaction of 4-Bromobenzyl-3-methyl-1,2-oxazin-6-ones with Primary Aliphatic Amines. Synthesis and Structural Determination of New Oxazine and Isoxazole Derivatives

Monique Bebot, Pascal Coudert, Fernand Leal, Jacques Métin, Vincent Gaumet, Sylvie Mavel,Catherine Rubat, and Jacques Couquelet*

*Laboratoire de Chimie Organique Thérapeutique, Groupe de Recherche en Pharmacochimie, Faculté de Pharmacie, Université de Clermont I, 28, Place Henri Dunant, B.P. 38, 63001 Clermont-Ferrand Cedex, France


Reaction of 4-bromobenzyl-6H-1,2-oxazin-6-ones (1) with aminoalkylamines furnished a mixture of 5-aminoalkylamino-6H-1,2-oxazine-6-ones (2), 4-(aminoalkylaminocarbonylmethyl)isoxazoles (3) and 5-(aminoalkylaminocarbonyl)isoxazoles (4) which were separated by column chromatography. Structure of all derivatives was determined by 1H- and 13C -NMR methods, including INEPT measurements. Structure of isoxazoles (3) and (4) was confirmed by X-Ray analysis. In addition, test compounds were investigated for analgesic and antidepressant activities in mice.