Synthesis and properties of 4,5-trans-4-aryl-3-cyano-6-hydroxy-6-methyl-5-pyridinio-1,4,5,6-tetrahydropyridine-2-thiolates

4,5-trans-4-Aryl-3-cyano-6-hydroxy-6-methyl-5-pyridinio-1,4, 5, 6-tetrahydr opyridine-2-thiolates 4 were obtained by cyclocondensation of 1-acetonylpyr idinium chloride (1) under bar, aromatic aldehyde (2) under bar and cyanoth ioacetamide (3) under bar. 6-Hydroxy-6-methyl-4-phenyl-5-pyridiniohexahydro pyridine-2-thione chlorides (5) under bar occurring as a mixture of thione and enethiol tautomers, were prepared by treatment of thiolate <(4a)under b ar> with hydrochloric acid. Dehydration and dehydrogenation of thiolates (4 ) under bar have been carried out as well. Steric structures of hydrogenate d 6-hydroxypyridines (4) under bar, (5) under bar are discussed in the ligh t of NMR spectra.