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Communication | Regular issue | Vol 51, No. 10, 1999, pp.2305-2309
Published online, 1st January, 1970
DOI: 10.3987/COM-99-8678
Products from a Novel Reaction of Di- hydropyrazines with Vichinaldiamines

Tadatoshi Yamaguchi,* Shigeru Ito, Yukiko Iwase, Kenji Watanabe, and Kazunobu Harano

*Department of Hygiene, Miyazaki Medical college, Kiyotake-cho, Miyazaki 889-1692, Japan

Abstract

Dihydropyrazines such as 2,3-dihydro-5,6-dimethylpyrazine reacted with 1,2-diamines like ethylenediamine to form cis-tetraazadecalins (TADs) as crystalline products. The NMR spectra of the products in CDCl3 or CD3CN at -20 ~ -60°C exhibited the signals due to TAD. However, the NMR spectra at room temperature showed that the TAD had dissociated into its parent materials. Seven TADs were obtained by only a mixing operation at a low temperature.