SYNTHESIS of 4-AMINO-3-CYANO-2-MORPHOLINOQUINOLINE

Investor logo

Warning

This publication doesn't include Faculty of Economics and Administration. It includes Faculty of Science. Official publication website can be found on muni.cz.
Authors

MOHAMED Walid Fathalla MAREK Jaromír PAZDERA Pavel

Year of publication 2002
Type Article in Periodical
Magazine / Source Heterocyclic Communications
MU Faculty or unit

Faculty of Science

Citation
Field Organic chemistry
Keywords regioselectivity; 4-amino-3-cyano-2-morpholinoquinoline; Thorpe-Ziegler cyclization; 3;1-benzothiazepine; thioureas; sulfur elemination
Description The 4-amino-3-cyano-2-morpholinoquinoline was obtained via intramolecular Thorpe-Ziegler cyclization of 4-cyano-N4-(2-cyanophenyl)morpholine-4-carboximido-thioate 3 to afford the intermediate 3,1-benzothiazepine 4. Compound 4 undergoes ring contraction to give the quinoline 5 by base catalyzed sulfur atom elimination. IR, 1H, 13C NMR and X-ray structural analysis confirmed the structure of the isolated new products 3 and 5.
Related projects:

You are running an old browser version. We recommend updating your browser to its latest version.