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■ Structure and Oxidation of 2-Hydroxy-3,6-diisobutylpyrazines

Akihiro Ohta,* Akihiko Kojima, Chiseko Sakuma, Teruo Kurihara, and Shigeru Ogasawara

*Tokyo College of Pharmacy, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan

Abstract

Tautomeric structures of 2-hydroxy-3,6-diisobutylpyrazine (1), 5-chloro-2-hydroxy-3,6-diisobutylpyrazine (2) and 2-hydroxy-3,6-diisobutyl-5-methoxypyrazine (3) are discussed. The oxidation of 1, 2, and 3 with permaleic acid gave the corresponding monoxides 2-hydroxy-3,6-diisobutylpyrazine (12), 5-chloro-2-hydroxy-3,6-diisobutylpyrazine 1-oxide (13), and 2-hydroxy-3,6-diisobutyl-5-methoxypyrazine 1-oxide (14), respectively.