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The purpose of this investigation is threefold: (1) to examine in detail the cycloaddition of halogenated ketenes and carbonyl compounds, (2) to study the decarboxylation of the resulting halogenated 2-oxetanones,and (3) to investigate the effect of halogens in the halogenated 2-oxetanones on the nucleophilic addition reaction.

Specially prepared 2-arylquinolin-4(1H)-ones and their 2-aryl-1-methyl-4-quinolone derivatives were converted in high yield and purity to the corresponding C-3 brominated products using pyridinium tribromide in acetic acid at room temperature. The 2-arylquinolin-4(1H)-ones were reacted with iodine and Na2CO3 mixture in THF at room temperature to produce the 3-iodo-2-arylquinolin-4(1H)-one derivatives. The latter were, in turn, N-methylated using NaH-MeI mixture in dry THF to afford the corresponding 2-aryl-3-iodo-1-methyl-4-quinolone derivatives. The 3-iodo-2-arylquinolin-4(1H)-one and 2-aryl-3-iodo-1-methyl-4-quinolones were converted to 2,3-diarylquinolin-4(1H)-one and 2,3-diaryl-1-methyl-4-quinolones following Suzuki cross-coupling reaction method, respectively. The 2-aryl-3-bromoquinolin-4(1H)-ones, on the other hand, were converted to 2-aryl-3-bromo-4-chloroquinoline derivatives using phosphorus oxychloride under reflux. The 2-aryl-3-bromo-4-chloroquinoline were then transformed to the corresponding 2-aryl-3-bromo-4-N-(4'-chloroaryl)-4-aminoquinolines derivatives using 4-chloroaniline in ethanol under reflux. The products synthesized in this investigation were characterised using a combination of 1H NMR, 13C NMR, IR and mass spectroscopic techniques. / Chemistry / Chemistry / MSC (CHEMISTRY) / MSC (Chemistry)

A sodium fusion-Ion chromatographic method for determination of fluorine, chlorine, bromine, and iodine in organic compounds is described. Seventeen organic halogen compounds and eleven mixtures were decomposed by Na fumes at 280-290°C for one hour or longer. The absorbing solutions were injected for ion chromatographic analysis using electrochemical and conductometric detectors. The arrangement of the apparatus includes the placement of the electrochemical and conductometric detectors. This method provides a mechanism providing for complete analysis for all four halogens in one ion chromatographic sample injection. Reproducibility is excellent and liquid sample handling is mentioned.