Abstract

HARO-CASTELLANOS, Jorge A. et al. Síntesis de 6-Acetamido- y 6-amino-1,2,3,4-tetrahidro-1-oxo-β-carbolinas. Rev. Soc. Quím. Méx [online]. 2002, vol.46, n.2, pp.79-82. ISSN 0583-7693.

6-Amino-1,2,3,4-tetrahydro-1-oxo-β-carboline (9) was synthesized in the present work with better yields than reported by Abramovitch (53.2 %), employing two different ways, the first one is an improvement of Shapiro's route last step (reduction of 6-nitro-1,2,3,4-tetrahydro-1-oxo-β-carboline (8), increasing the yield to 73.8 %. The second, an alternative route from p-nitroacetanilide (5), improved the yield to 76.6. Furthermore, the new product 6-acetamido-1,2,3,4-tetrahydro-1-oxo-β-carboline (12), was obtained by ciclization of the respective hydrazone in 92.4 % of yield. RMN spectra confirm the structures of the products.

Keywords : 1,2,3,4-Tetrahydro-1-oxo- β-carbolines; Fischer-Ciclization; Japp-Klingemann-Condensation.

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