4-Hydroxy-2-quinolones. 112. Reaction of 2-ethoxycarbonylmethyl-4H-3, 1-benzoxazin-4-one with active methylene compounds

…, LV Sidorenko, OV Gorokhova, SV Slobodzyan

Index: Ukrainets; Sidorenko; Gorokhova; Slobodzyan Chemistry of Heterocyclic Compounds, 2007 , vol. 43, # 1 p. 63 - 66

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Abstract

Abstract The reaction of 2-ethoxycarbonylmethyl-4H-3, 1-benzoxazin-4-one with malononitrile in dry pyridine leads to 1-hydroxy-3, 6-dioxo-4, 6-dihydro-3H-pyrimido [1, 2-a] quinoline-5-carbonitrile. Acetoacetic and cyanoacetic esters under analogous conditions form anilides of 4-hydroxy-2-oxo-1, 2-dihydroquinoline-3-carboxylic acid while diethyl malonate gives N, N′-di-2-carboxyanilides of malonic acid.

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