2,4,6-Trichloropyrimidine. Reaction with sodium amide

The first reaction between 2,4,6‐trichloropyrimidine 1 and anionic nitrogen nucleophiles is described. Treatment of 1 with one equivalent of sodium amide gave mixtures of 4‐amino‐2,6‐dichloropyrimidine 2 and 2‐amino‐4,6‐dichloropyrimidine 3. Additional quantities of sodium amide failed to provide ei...

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Veröffentlicht in:Journal of heterocyclic chemistry 1999-09, Vol.36 (5), p.1259-1261
Hauptverfasser: Delia, Thomas J., Meltsner, Bernard R., Schomaker, Jennifer M.
Format: Artikel
Sprache:eng
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Zusammenfassung:The first reaction between 2,4,6‐trichloropyrimidine 1 and anionic nitrogen nucleophiles is described. Treatment of 1 with one equivalent of sodium amide gave mixtures of 4‐amino‐2,6‐dichloropyrimidine 2 and 2‐amino‐4,6‐dichloropyrimidine 3. Additional quantities of sodium amide failed to provide either diamino‐ or triaminopyrimidines. Instead, the strongly basic nature of sodium amide led to higher molecular products that were not characterized.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.5570360524