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Different modes of alkaline hydrolysis of fervenulin and isofervenulin

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Unlike rheumycin and fervenulin, isofervenulin and 3-methylisofervenulin are hydrolyzed by aqueous alkalies at the N(5)-C(6) bond. On acidification of the reaction mixture, the N-carboxy-N-methylcarbamoyltriazines formed are reconverted into the starting isofervenulins, and on basification (pH>10) into methylaminotriazinecarboxamides. A by-product of the alkaline hydrolysis of isofervenulin is a product of the contraction of the uracil ring, namely imidazotriazinone-7a-carboxylic acid.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1555–1559, November, 1987.

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Shorshnev, S.V., Esipov, S.E., Chernyshev, A.I. et al. Different modes of alkaline hydrolysis of fervenulin and isofervenulin. Chem Heterocycl Compd 23, 1247–1251 (1987). https://doi.org/10.1007/BF00479380

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  • DOI: https://doi.org/10.1007/BF00479380

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