Benzimidazole condensed ring systems,VI: Organic azides in heterocyclic synthesis,X: Synthesis of some substituted pyrimido[1,6-a]-benzimidazoles as potential antimicrobial agents |
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Authors: | El-Sayed A M Badawey Samia M Rida Farid S G Soliman Thomas Kappe |
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Institution: | (1) Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Alexandria, A.R. Egypt;(2) Institute of Organic Chemistry, Karl-Franzens-University Graz, A-8010 Graz, Austria |
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Abstract: | Summary The syntheses of 3-chloro derivatives of 2-alkyl-pyrimido1,6-a]benzimidazol-1(2H)-ones2a, b as well as of 4,4-dichloro and 4,4-dibromo derivatives of 2-alkylpyrimido1,6-a]benzimidazole-1,3(2H,4H)-diones3 a, b and4 are reported. Methods for converting some of the chloro compounds to azido (5, 6), amino (8), morpholino (9 a,10,11), piperidino (9 b), cyano (12), and methoxy (13) derivatives of the adopted tricyclic system are also described.
Kondensierte Ringsysteme des Benzimidazols, 6. Mitt.: Organische Azide in der Heterocyclen-Synthese, 10. Mitt.: Synthese von substituierten Pyrimido1,6-a]benzimidazolen als mögliche antimikrobielle Wirkstoffe Zusammenfassung Die Synthese von 3-Chlor-2-alkyl-pyrimido1,6-a]benzimidazol-1(2H)-onen (2 a, b) und von 4,4-Dichlor- und 4,4-dibrom-pyrimido1,6-a]benzimidazol-1,3(2H,4H)-dionen (3 a, b, 4) wird beschrieben. Diese Verbindungen lassen sich zu den entsprechenden Azido- (5, 6), Amino- (8), Morpholino- (9 a, 10, 11), Piperidino- (9 b), Cyano- (12) und Methoxy- (13) Derivaten umwandeln. |
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Keywords: | Condensed benzimidazo-uracils Tricyclic pyrimido[1 6-a]benzimidazoles Geminal diazido compounds Staudinger reaction gif" alt="ldquo" align="MIDDLE" BORDER="0">Staudinger reaction " target="_blank">gif" alt="rdquo" align="MIDDLE" BORDER="0"> |
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