Abstract
Unsubstituted quinoxaline (I) reacts with dimedone, indandione, and 1-phenyl-3-methylpyrazol-5-one in dimethyl sulfoxide in the presence of hydrochloric acid with the formation of monosubstituted products II, III, IV. Reaction of quinoxaline at room temperature with 1,3-dimethylbarbituric acid in solution of dimethyl sulfoxide yields the corresponding derivative V without external catalysis. Heating of I with resorcinol in ethanol in the presence of hydrochloric acid gives resorcinol derivative VI. Reactions of quinoxaline with 1-phenyl-3-methylpyrazol-5-one in presence of triethylamine with the formation of dipyrazolylmethane VII and tetrapyrazolylethane derivative VIII. Compound VIII undergoes oxidative splitting to dipyrazolylmethane VII in dimethylformamide on heating or in presence of iodine at room temperature.
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