Synthesis of potassium 2,6-di(alkoxycarbonyl)-3-methyl-4-nitroso-5-[pyridin-3(4)-yl]phenolates

Abstract

SHORT COMMUNICATIONSHexasubstituted nitrosophenols with methoxy-, ethoxy-, propoxy-, butoxycarbonyl substituents in the positions 2, 6 were obtained by the reaction of acetonedicarboxylic acid esters with isonitrosoacetylacetone [1-3]. Nitrosophenols are readily reduced into aminophenols [4] that at the modification of the amino group are transformed into compounds exhibiting the antiarrhythmic action [5]. The introduction of a pyridine residue into the molecule may enhance the biologic action and extend the range of useful applications since the substituted pyridines are already for a long time used as drugs [6].

Relationship Between Geometrical Structure and Acid Properties of Exhaustively Substituted Nitrosophenols with Pyridine Substituents

“…Недавно были синтезированы нитрозофенолы (I) с α-, β-и γ-пиридиновыми заместите-лями R 1 и R =Me, Et [4]. Константы их кислотности были измерены, значения рКа составили 4,10-4,62 [5].…”