Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5273704 | Tetrahedron Letters | 2008 | 4 Pages |
Abstract
2,5-Bis(chloromethyl)pyrazine reacted with sodium alkoxide to give unexpected 2-dialkoxymethyl-5-methylpyrazine along with normal substitution product, 2,5-bis(alkoxymethyl)pyrazine. The reaction of 2,3,5,6-tetrakis(chloromethyl)pyrazine with sodium alkoxide afforded similar results to yield 2,6-bis(dialkoxymethyl)-3,5-dimethylpyrazine along with other alkoxymethylpyrazines. The ratio of products depended on the solvent and alkoxide used. A general discussion of the mechanism of such a pyrazine acetal synthesis in the basic conditions is given.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Yusaku Eda, Yuta Odazaki, Akira Mizutani, Yoshio N. Ito, Toshio Kawato,