Molecules 2007, 12(12), 2643-2657; doi:10.3390/12122643

Synthesis of a New Scaffold: the 7H,8H-Pyrimido[1,6-b]pyridazin-6,8-dione Nucleus

1,* email, 1, 1, 2, 1 and 1
Received: 6 December 2007; in revised form: 21 December 2007 / Accepted: 21 December 2007 / Published: 30 December 2007
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: This paper describes a modified method of preparation of a number of α-aryl-α-(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 α-aryl-α-(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 α-aryl-α-(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.
Keywords: α-Aryl-α-(pyridazin-3-yl)-acetonitrile; C-arylation; α-aryl-α-(pyridazin-3-yl)- acetamides; 7H; 8H-pyrimido[1; 6-b]pyridazin-6; 8-diones
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MDPI and ACS Style

Herold, F.; Kałucka, M.; Król, M.; Herold, J.; Kleps, J.; Turło, J. Synthesis of a New Scaffold: the 7H,8H-Pyrimido[1,6-b]pyridazin-6,8-dione Nucleus. Molecules 2007, 12, 2643-2657.

AMA Style

Herold F, Kałucka M, Król M, Herold J, Kleps J, Turło J. Synthesis of a New Scaffold: the 7H,8H-Pyrimido[1,6-b]pyridazin-6,8-dione Nucleus. Molecules. 2007; 12(12):2643-2657.

Chicago/Turabian Style

Herold, Franciszek; Kałucka, Małgorzata; Król, Marek; Herold, Joanna; Kleps, Jerzy; Turło, Jadwiga. 2007. "Synthesis of a New Scaffold: the 7H,8H-Pyrimido[1,6-b]pyridazin-6,8-dione Nucleus." Molecules 12, no. 12: 2643-2657.

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