Cyclization of N′,N′-disubstituted anthranilic hydrazides with 1,1′-oxalyldiimidazole to 4-amino-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin- 2,3,5-triones , Cyclisierung von N′,N′-disubstituierten anthranilsä urehydraziden mit 1,1′-oxalyldiimidazol zu 4-amino-2,3,4,5-tetrahydro-1H- 1,4-benzodiaz-epin-2,3,5-trionen
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- Erscheinungsjahr:
- 2005
- Medientyp:
- Text
- Schlagworte:
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- 1,1′- Oxalyldiimidazole
- 1,3,4-Oxadiazoline-2-ones
- 1,4-Benzodiazepine-2,3,5-triones
- 4-Aminoquinazoline-2,4- diones
- N′,N′-Disubstituted Anthranilic Hydrazides
- Beschreibung:
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N′,N′-Disubstituted (2-phenylamino)-, (2-methylamino)- and (2-benzylamino)benzohydrazides (1) are cyclized by in situ prepared 1,1′-oxalyldiimidazole to give 3-amino-2,3,4,5-tetrahydro-1H-1,4- benzodiazepine-2,3,5-triones 2 as the major product. Depending on the substituents of 1 competitive formation of quinazoline-2,4-diones 3 and 1,3,4-oxadiazoline-2-one 4 is observed. The formation of heterocycles 2, 3, 4 is rationalized via a common primary intermediate 1A.
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- Lizenz:
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- info:eu-repo/semantics/openAccess
- Quellsystem:
- Forschungsinformationssystem der UHH
Interne Metadaten
- Quelldatensatz
- oai:www.edit.fis.uni-hamburg.de:publications/f2c4b3d7-9db2-4e67-bd05-d810696f1f4b