1H and 13C NMR identification of unexpected 3,4-dihydroquinoxalines in the syntheses of 1,5-benzodiazepine derivatives.
The reaction between o-phenylenediamines, dehydroacetic acid and aromatic aldehydes is shown to give not only the expected 1,5-benzodiazepine derivative but also a 3,4-dihydroquinoxaline, the structure of which was determined by its 1H and 13C 1D and 2D NMR spectra.
Tjiou
E M
EM
Département de Chimie, Faculté des Sciences, Université Mohammed V, Rabat, Morocco.
Lhoussaine
E G
EG
Virieux
D
D
Fruchier
A
A
D000447:Aldehydes / Q000737:chemistry*; D001569:Benzodiazepines / Q000032:analysis / Q000138:chemical synthesis*; D002247:Carbon Isotopes; D009682:Magnetic Resonance Spectroscopy / Q000379:methods*; D008968:Molecular Conformation; D010655:Phenylenediamines / Q000737:chemistry*; D011522:Protons; D011753:Pyrones / Q000737:chemistry*; D011810:Quinoxalines / Q000032:analysis* / Q000737:chemistry*
D000447:Aldehydes; D002247:Carbon Isotopes; D010655:Phenylenediamines; D011522:Protons; D011753:Pyrones; D011810:Quinoxalines; D001569:Benzodiazepines; C027493:dehydroacetic acid