Preparation and reactions of some substituted pyrazine di-N-oxides
Journal of the Chemical Society C: Organic Pub Date: DOI: 10.1039/J39700001070
Abstract
2,5-Dichloro-3,6-dimethylpyrazine is readily oxidised by trifluoroperacetic acid to the di-N-oxide, in which only one chlorine atom is easily hydrolysed by acid or base; however both chlorine atoms can be displaced by alkoxide ions. Treatment of the dibenzyloxy-derivative with acid gives 1,5-dihydroxy-3,6-dimethylpyrazin-2(1H)-one 4-oxide, related to pulcherriminic acid. Oxidation of 2-chloro-3,6-dimethylpyrazine 4-oxide with trifluoroperacetic acid gives the di-N-oxide, which can react further, by oxidative deoxygenation, to give 2-chloro-3,6-dimethylpyrazine 1 -oxide.
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Journal Name:Journal of the Chemical Society C: Organic
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CAS no.: 89640-58-4