Cyansäureester. 35. Über Bildung und Folgereaktionen von N‐Cyanatophthalimid. Neue spezifisch aktivierte und blockierte Isatosäurederivate
Cyanic Acid Esters. 35. On Formation and Consecutive Reactions of N‐Cyanato Phthalimide. New Specifically Activated and Blocked Isatoic Acid Derivatives Depending on the reaction conditions N‐hydroxy‐phthalimide affords on treatment with cyanogen bromide via N‐cyanato phthalimide 2 the iminocarbonat...
Gespeichert in:
Veröffentlicht in: | Journal für Praktische Chemie 1984, Vol.326 (5), p.737-746 |
---|---|
Hauptverfasser: | , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
Zusammenfassung: | Cyanic Acid Esters. 35. On Formation and Consecutive Reactions of N‐Cyanato Phthalimide. New Specifically Activated and Blocked Isatoic Acid Derivatives
Depending on the reaction conditions N‐hydroxy‐phthalimide affords on treatment with cyanogen bromide via N‐cyanato phthalimide 2 the iminocarbonate 3 and isatoic acid derivatives 7 and 16. Both the latter react with nucleophiles as isatoic acid derivatives activated on the carboxylic group and protected on the carbamic group or vice versa, furnishing N,N‐bis alkoxycarbonyl anthranilic acid amides 9, N‐alkoxycarbonyl anthranilic acid amides 12, o‐alkoxycarbonyl phenyl ureas 17 and the benzotriazepin‐2,5‐dione 14. The structures of the new compounds are proved by 1H‐n.m.r. and 13C‐n.m.r. measurements as well as independent synthesis. |
---|---|
ISSN: | 0021-8383 1521-3897 |
DOI: | 10.1002/prac.19843260505 |