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Start Over Author "J. D. REINHEIMER" Journal the journal of organic chemistry
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1. Reaction of 2-halo-5-nitropyridines with hydroxide ion in dimethyl sulfoxide

Author

G. G. Dolnikowski, J. D. Reinheimer, L. L. Mayle, and J. T. Gerig

Subjects
chemistry.chemical_classification, chemistry.chemical_compound, Aqueous solution, Base (chemistry), chemistry, Dimethyl sulfoxide, Organic Chemistry, Polymer chemistry, Pyridine, Swern oxidation, Hydroxide, Carbon-13 NMR, Ring (chemistry)
Abstract

Addition of aqueous base to solutions of 2-halc-5-nitropyridines in dimethyl sulfoxide produces a stable substance which forms 2-hydroxy-5-nitropyridine if the molar ratio of hydroxide to pyridine is greater than 2:l. IR and 'H and 13C NMR spectra of the intermediate stable substance indicate that the pyridine ring is cleaved to form this material. An SN(ANRORC) mechanism is proposed for the reaction.

Published
1980
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