66955-68-8Relevant academic research and scientific papers
Synthesis of new analogues of diphenylpyraline
Weis, Robert,Kungl, Andreas J.,Seebacher, Werner
, p. 1403 - 1411 (2007/10/03)
1-Unsubstituted 4-dimethylamino-5,6-dihydropyridine-2(1H)-thiones were converted to isomeric piperidin-4-ols which were separated and N-methylated to 2-substituted 1-methylpiperidin-4-ols. Their 1-phenyl analogues were prepared from 4-dimethylamino-5,6-dihydro-1-phenylpyridine-2(1H)-thiones. After their conversion to dihydro-1-phenylpyridin-4(1H)-ones the hydrogenation gave isomeric 1-phenylpiperidin-4-ols which were separated. O-Alkylation of the 1-substituted piperidin-4-ols by various methods yielded 2-substituted analogues of diphenylpyraline. Their antimycobacterial activity was examined. The configurations and conformations of the piperidine derivatives were investigated by NMR spectroscopy.
Conversion of 6-Phenylimino-2H-thiopyran-4-amines to 1-Phenyl-2,3-dihydro-4(1H)-pyridinones
Weis, R.,Vora, U. di,Seebacher, W.,Schweiger, K.
, p. 1367 - 1374 (2007/10/03)
6-Phenylimino-3,6-dihydro-2H-thiopyran-4-amines (1) were converted to 1-phenyl-5,6-dihydropyridine-2(1H)-thiones (3).Those were alkylated and hydrolyzed, thus yielding 6-methylthio-1-phenyl-2,3-dihydro-4(1H)-pyridinones (5).Finally, the methylthio group was removed with Raney nickel giving the title compounds 6.The relative configurations of the formed diastereomeric dihydropyridinones have been investigated by NOE measurements. - Keywords: Dihydropyridine-2(1H)-thiones; Dihydrothiopyran-4-amines; 1-Phenyl-2,3-dihydro-4(1H)-pyridinones; Tetrahydropyridiniumiodides
