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Synthesis and 15N NMR spectra of 1- and 4-15N-2,3,5-trimethylpyrazines and their N-oxides

✍ Scribed by Mikiko Maeda; Chiseko Sakuma; Shinji Kawachi; Katsumi Tabei; Ablikim Kerim; Teruo Kurihara; Akihiro Ohta

Publisher: John Wiley and Sons
Year: 1995
Tongue: French
Weight: 289 KB
Volume: 36
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.2580360111

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✦ Synopsis

4-15N-2,3,5-Trimethylpyrazine (A) was synthesized by dechlorination of 4-15N-6-chloro-2,3,5-trimethylpyrazine (I), the key intermediate, derived from 15N-D~alanine (a).

1-15N-2, 3,5-Trimethylpyrazine (2) was prepared by decarboxylation of 1-15N-2,3,5-trimethyl-pyrazine-6- carboxylic acid (10) obtained by the Pummerer type rearrangement of l-15N-tetramethylpyrazine 1-oxide (Z_) followed by oxidation.

1-And 4-oxides and 1,4-dioxides of the above 15Ntrimethylpyrazines were also obtained by treatment with sodium perborate in acetic acid.

15N NMR spectra of the compounds thus prepared were measured and the assignment of two 15N signals were certified.

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