SYNTHESIS of 4-AMINO-3-CYANO-2-MORPHOLINOQUINOLINE
| Authors | |
|---|---|
| Year of publication | 2002 |
| Type | Article in Periodical |
| Magazine / Source | Heterocyclic Communications |
| MU Faculty or unit | |
| 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. |
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