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Über Heterocyclen, 12. Mitt.: Zur Bromierung der 2-Oxo-6-methyltetrahydropynimidine

  • Organic Chemistry and Biochemistry
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Monatshefte für Chemie und verwandte Teile anderer Wissenschaften Aims and scope Submit manuscript

Zusammenfassung

Die Bromierung von 2-Oxo-6-methyl- bzw. 2-Oxo-5-carbäthoxy-6-methyltetrahydropyrimidinen verläuft unter Substitution an der CH3-Gruppe am C-6. 2-Oxo-5-carbäthoxy-6-brommethyl-bzw.-dibrommethyltetrahydropyrimidine können in 2-Oxo-6-hydroxymethyl-tetrahydropyrimidin-5-carbonsäurelactone umgewandelt werden.

Im Gegensatz zu Brom reagiert Chlor mit 2-Oxo-5-carbäthoxy-6-methyltetrahydropyrimidinen unter Addition.

Abstract

Bromine reacts with 6-methyldihydropyrimidine-2-ones or 5-carbethoxy-6-methyldihydropyrimidine-2-ones to yield 6-bromomethyldihydropyrimidine-2-ones. 5-carbethoxy-6-bromomethyldihydropyrimidine-2-ones on heating split off ethyl bromide to give 6-hydroxymethyldihydropyrimidine-2-one-5-carboxylic acid lactones.

Chlorine is added to the double bond of 5-carbethoxy-6-methyldihydropyrimidine-2-ones.

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Authors and Affiliations

  1. Lehrkanzel für Pharmazeutische Chemie der Universität Graz, Graz, Österreich

    G. Zigeuner, H. Hamberger, H. Blaschke & H. Sterk

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  1. G. Zigeuner
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  2. H. Hamberger
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  3. H. Blaschke
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  4. H. Sterk
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Zigeuner, G., Hamberger, H., Blaschke, H. et al. Über Heterocyclen, 12. Mitt.: Zur Bromierung der 2-Oxo-6-methyltetrahydropynimidine. Monatshefte für Chemie 97, 1408–1421 (1966). https://doi.org/10.1007/BF00902591

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  • DOI: https://doi.org/10.1007/BF00902591

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