PREPARATION AND CHARACTERIZATION BY H-1-NMR SPECTROSCOPY OF SOME SUCCINHYDRAZIDE DERIVATIVES

Citation
A. Srivastava et al., PREPARATION AND CHARACTERIZATION BY H-1-NMR SPECTROSCOPY OF SOME SUCCINHYDRAZIDE DERIVATIVES, Polish Journal of Chemistry, 68(1), 1994, pp. 29-35
Citations number
15
Categorie Soggetti
Chemistry
Journal title
ISSN journal
01375083
Volume
68
Issue
1
Year of publication
1994
Pages
29 - 35
Database
ISI
SICI code
0137-5083(1994)68:1<29:PACBHS>2.0.ZU;2-S
Abstract
An unusual six membered cyclic succinhydrazide is formed by the reacti on of Diels-Alder adduct of athracene-maleic anhydride with hydrazine hydrate in glacial acetic medium. Enolic form (7-a) has been character ized in the solid as well as in solution. Similar products have been o btained with phenylhydrazine (9-a), 2:4 dinitrophenylhydrazine (10) an d 2-furoic acid hydrazide(11). With acetic anhydride (7-a) is transfor med into N',N'-diacetyl succinimide system (12) indicating a high stab ility of a five membered ring. On acetylation (9) and (10) yield N-ace tyl (13) and O-acetyl (14) derivatives respectively, whereas (11) is t ransformed into (12). The six membered succinhydrazide structure has b een further supported by 1,2-cycloaddition of an azo group to an inden e with the formation of a diazacyclobutane derivative (17).