Syntheses and sleeping-time-prolonging effect of nitramarine and related compounds.

…, T YAMOCHI, M KUWATA, H HASHIMOTO…

Index: Hibino; Sugino; Yamochi; Kuwata; Hashimoto; Sato; Amanuma; Karasawa Chemical and pharmaceutical bulletin, 1987 ,  vol. 35,  # 6  p. 2261 - 2265

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Citation Number: 18

Abstract

Nitramarine (1), which possesses a β-carboline nucleus, was synthesized by two routes. First, we applied an intramolecular thermal cyclization of the 1-azahexatrienesystem in heteroaromatics such as 2. Although no intermediate (9 or 10) could be isolated, heating of 7 in toluene or of 8 in odichlorobenzene in the presence of hydroxylamine gave nitramarine (1) or its derivative (11), respectively. On the other hand, the Pictet? Spengler reaction ...