PURINES, PYRIMIDINES, AND CONDENSED SYSTEMS BASED ON THEM. 17. REACTIONS OF 6,8-DIMETHYL-3-CHLOROPYRIMIDO[4,5-<i>c</i>]PYRIDAZIN-5,7(6H,8H)DIONE WITH C-NUCLEOPHILES

Abstract

6,8-Dimethyl-3-chloropyrimido-[4,5-c]pyridazin-5,7(6H,8H)dione reacts with malonodinitrile, cyanoacetic ester, and nitromethane in the presence of bases to give products of nucleophilic substitution of the chlorine atom. The products containing the cyanoacetic ester and nitromethane residues exist exclusively in the chelated methylidene form in CHCl₃ and DMSO solutions. Reactions of pyridazinouracil with methylmagnesium chloride and butyllithium gave products of nucleophilic addition at C₍₄₎.

Authors: A. V. Gulevskaya, V. V. Goryunenko, and A. F. Pozharskii.

English Translation in Chemistry of Heterocyclic Compounds, 2000, 36 (8), pp 975-980

http://link.springer.com/article/10.1007/BF02256984