Syntheses and Reactions of Some 2, 5-Disubstituted Pyrazine Monoxides

The reactions of 2, 5-dimethylpyrazine 1-oxide (XI), 2, 5-diethylpyrazine 1-oxide (XIII), 2-methyl-5-phenylpyrazine 1-oxide (XV), and 2-methyl-5-phenylpyrazine 4-oxide (XVI) with phosphoryl chloride or acetic anhydride were studied. 2, 5-Dichloro-3, 6-dimethylpyrazine (III) and 2, 5-dichloro-3, 6-di...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 1979/09/25, Vol.27(9), pp.2027-2041
Hauptverfasser: OHTA, AKIHIRO, AKITA, YASUO, HARA, MIYOKO
Format: Artikel
Sprache:eng
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Zusammenfassung:The reactions of 2, 5-dimethylpyrazine 1-oxide (XI), 2, 5-diethylpyrazine 1-oxide (XIII), 2-methyl-5-phenylpyrazine 1-oxide (XV), and 2-methyl-5-phenylpyrazine 4-oxide (XVI) with phosphoryl chloride or acetic anhydride were studied. 2, 5-Dichloro-3, 6-dimethylpyrazine (III) and 2, 5-dichloro-3, 6-diethylpyrazine (VII) were converted to the diketopiperazines, alanine anhydride (I) and α-aminobutyric anhydride (V), respectively, which were shown to exist in a cis configuration by examination of their PMR spectra.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.27.2027