%0 Journal Article
%T Synthesis of a New Scaffold: the 7H,8H-Pyrimido[1,6-b]pyridazin-6,8-dione Nucleus
%A Franciszek Herold
%A Ma£¿gorzata Ka£¿ucka
%A Marek Kr¨®l
%A Joanna Herold
%A Jerzy Kleps
%A Jadwiga Tur£¿o
%J Molecules
%D 2007
%I MDPI AG
%R 10.3390/12122643
%X This paper describes a modified method of preparation of a number of ¦Á-aryl-¦Á-(pyridazin-3-yl)-acetonitriles via the C-arylation reaction of the corresponding carbanionsof phenylacetonitriles using 3-chloropyridazine derivatives. KOH and DMSO were used inthe deprotonation process, which made the reaction very simple and safe to perform.Nitriles were obtained in the hydrolysis reaction to the corresponding ¦Á-aryl-¦Á-(pyridazin-3-yl)-acetamide derivatives, which were next subjected to cyclization to afford the finalproducts. A number of new derivatives of 7H,8H-pyrimido[1,6-b]pyridazin-6,8-dione weresynthesized in the cyclocondensation reaction of respective ¦Á-aryl-¦Á-(pyridazin-3-yl)-acetamides with diethyl carbonate in the presence of EtONa. The structure andcomposition of the new compounds were confirmed by IR, 1H- and 13C- NMR analysesand by elemental C, H and N analysis.
%K ¦Á-Aryl-¦Á-(pyridazin-3-yl)-acetonitrile
%K C-arylation
%K ¦Á-aryl-¦Á-(pyridazin-3-yl)- acetamides
%K 7H
%K 8H-pyrimido[1
%K 6-b]pyridazin-6
%K 8-diones
%U http://www.mdpi.com/1420-3049/12/12/2643