Synthesis of New Dialkyl 2,2′-[Carbonyl bis (azanediyl)]dibenzoates via Curtius Rearrangement.
In: Synthesis, Jg. 53 (2021-06-01), Heft 11, S. 1971-1979
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Zugriff:
The 2-(alkylcarbonyl)benzoic acids obtained by esterification of phthalic anhydride are converted into azide derivatives: alkyl 2-[(azidocarbonyl)amino]benzoates and to ureas: dialkyl 2,2′-[carbonyl bis (azanediyl)]dibenzoates. These transformations were carried out using classical Curtius rearrangement conditions in the presence of diphenylphosphoryl azide (DPPA) in a basic medium, followed by hydrolysis. Subsequently, a final condensation reaction of these urea derivatives enabled us to obtain, for the first time, the new alkyl derivatives, alkyl 2-[2,4-dioxo-1,2-dihydroquinazolin-3(4 H)-yl]benzoates. All the new compounds obtained in satisfactory yields were characterized by 1 H and 13 C NMR, and by X-ray crystallographic analysis. [ABSTRACT FROM AUTHOR]
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Synthesis of New Dialkyl 2,2′-[Carbonyl bis (azanediyl)]dibenzoates via Curtius Rearrangement.
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Autor/in / Beteiligte Person: | Yassine, Hasna ; Bouali, Jamila ; Oumessaoud, Asmaa ; Ourhzif, El Mahdi ; Hamri, Salha ; Hafid, Abderrafia ; Khouili, Mostafa ; Pujol, Maria Dolors |
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Zeitschrift: | Synthesis, Jg. 53 (2021-06-01), Heft 11, S. 1971-1979 |
Veröffentlichung: | 2021 |
Medientyp: | academicJournal |
ISSN: | 0039-7881 (print) |
DOI: | 10.1055/s-0040-1706643 |
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