94464-03-6Relevant articles and documents
4-{3-(Dimethylamino)-1-[2-(dimethylamino)vinyl]prop-2-enylidene} -2-phenyl-1,3-oxazol-5(4H)-one and 5-{3-(dimethylamino)-1-[2-(dimethylamino)vinyl]prop-2-enylidene} -3-methyl-2-thioxo-1,3-thiazolidin-4-one in the synthesis of 1,4-dihydropyridine derivatives
Hvala, Ales?,Sors?ak, Lucija Juki,Sors?ak, Gorazd,Bratus?ek, Urs?ka,Svete, Jurij,Lah, Nina,Leban, Ivan,Stanovnik, Branko
, p. 791 - 809 (2007/10/03)
4-{3-Dimethylamino-1-[2-(dimethylamino)vinyl]prop-2-enylidene] -2-phenyl-1,3-oxazol-5(4H)-one (3) and 5-{3-dimethylamino-1-[2-(dimethyl-amino)vinyl]prop-2-enylidene] -3-methyl-2-thioxo-1,3-thiazolidin-4-one (15) were prepared from 4-(1-methylethylidene)-2-phenyl-1,3-oxazol-5(4H)-one (2) and 5-(1-methylethylidene)-2-thioxo-1,3-thiazolidin-4-one (11), respectively. Treatment of compounds (3) and (15) with primary amines afforded 1,4-dihydropyridine derivatives (5) and (16) in 19-94percent yields. Reactions of oxazolones (5) with hydrazine hydrate gave the corresponding imidazolones (6), while upon base- or acid-catalysed methanolysis of 5 methyl (benzoylamino)(1-substituted pyridin-4(1H)-ylidene)acetates (7) were obtained. Catalytic hydrogenation of 7a furnished α-(piperidin-4-yl)glycine derivative (8) and/or α-(pyridin-2-yl)glycine derivative (9).
