Heterocyclic Communications p. 281 - 286 (2006)
Update date:2022-07-30
Topics:
Krauze
Chernova
Vilums
Sile
Duburs
4-Aryl-6-carbamoylmethylthio-5-cyano-2-methyl-1,4-dihydropyridine-3- carboxylic acid methyl esters 7 were obtained by an one-pot condensation of 2-(3-chloro- or 2,4-dichlorobenzylidene)-3-oxobutyric acid methyl esters and 2-cyanothioacetamide in the presence of stoichiometric amount of piperidine or ammonium hydroxide with subsequent alkylation with iodoacetamide or chloroacetamide. Application of ammonium hydroxide instead of piperidine and much cheaper chloroacetamide instead of iodoacetamide does not influence significantly the yield of reactions, but makes this method greener: gives rise to environmentally friendly waste product - ammonium chloride and 22-23% atom economy.
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