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Paper | Regular issue | Vol 36, No. 4, 1993, pp.785-798
Published online, 1st January, 1970
DOI: 10.3987/COM-92-6238
Kinetic and Theoretic Aspects of Regiochemistry in the Reaction of 4,5-Dihalo-3(2H)-pyridazinones with Benzylamines

Péter Mátyus* Klára Czakó, Ágnes Behr, Ildikó Varga, Benjamin Podányi, Malte von Arnim, and Péter Várkonyi

*Institute for Drug Research Ltd., 47-49 Berlini st.1 H-1045 Budapest, Hungary

Abstract

Regioselectivity of nucleophilic substitution reactions of 4,5-dihalo-3(2H)-pyridazinones (1a-d) with benzylamines was studied under different conditions. Second-order kinetics were obtained for reactions of 1a with benzylamine in ethanol-d6 and toluene-d8 as well. Experimental results obtained were interpreted on the bases of Klopman-Salem equation and analyses of the reaction paths.