The mass spectral fragmentation patterns of eleven 11‐(o‐ and p‐R‐anilino)‐5H‐dibenzo[b,e][1,4]diazepines obtained by electron impact have been studied. All the spectra analyzed contain molecular ions, which are base peak for para isomers and the principal fragmentation routes takes place either from the molecular ion, or from (M+ ‐ 1) ion. There are, however, some deviations from the general fragmentation pattern in the case of 1,4‐dibenzodiazepines with o‐amino and p‐methoxy substituents caused by direct interaction of these groups with the dibenzodiazepine ring.
A series of new 2‐methylthio‐7‐(p‐R‐phenyl)‐8‐phenoxy‐4,5‐benzo‐3‐aza‐2‐nonem, IIIa, have been synthesized by regiospecific cycloaddition of phenoxyacetyl on to 2‐methylthio‐4‐(p‐R‐phenyl)‐3H‐1,5‐benzodiazepines IV. The structure was established by ir, 1H‐nmr and ms spectral data together with 13C‐nmr spectral data of desulfurization products, VIa. Likewise, a study has been made of the fragmentation upon electron impact of IIIa and IV. All the spectra analyzed contain molecular ions and the principal fragmentation routes takes place either from the molecular ion or from m/e (M+ — 134) ion. This ion is the base peak for all the compounds analyzed.
It has been reported that dimedone added to α‐arylidennaphthylamines in ethanol with formation of 1,4‐addition products derivatives of 5‐aryl‐5,6,7,8,9,10‐hexahydrobenzo[c]phenanthridin‐7‐ones, III, which are easily oxidized by chromic anhydride to the corresponding tetrahydro derivatives, IV. However, the attempted preparation of these compounds resulted instead of the formation of isomeric acridin‐8‐ones V and VI. Structures were confirmed by ir, 1H nmr, ms and X‐ray spectroscopy.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.