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Synthesis of Imidazolidin-4-Ones and their Conversion into 1,4-Benzodiazepin-2-Ones

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Tue, 2015-05-12 13:39 — Mohammed A. A. Hannoun
Journal Title, Volume, Page: 
Journal of Heterocyclic Chemistry Volume: 18 Issue: 5 Pages: 963-965 Published: 1981
Year of Publication: 
1981
Link: 
http://onlinelibrary.wiley.com/doi/10.1002/jhet.5570180523/abstract
Authors: 
M. Hannoun
Faculty of Pharmacy and Biochemistry, University of Zagreb, Zagreb, Croatia
Current Affiliation: 
Department of Chemistry, Faculty of Science, An-Najah National University, Nablus, Palestine
[email protected]
M. Žinić
Faculty of Pharmacy and Biochemistry, University of Zagreb, Zagreb, Croatia
D. Kolbah
Faculty of Pharmacy and Biochemistry, University of Zagreb, Zagreb, Croatia
F. Kajfež
Faculty of Pharmacy and Biochemistry, University of Zagreb, Zagreb, Croatia
N. BlaŽević
Faculty of Pharmacy and Biochemistry, University of Zagreb, Zagreb, Croatia
Preferred Abstract (Original): 

 α-Haloacetanilides Ia-e react with hexamine in ethanol giving the bisimidazolidin-4-one derivatives IIa-e, which hydrolize, in acidic media into the corresponding mono-imidazolidin-4-ones IIIa-e. The compounds IIa-d were converted into 1,4-benzodiazepin-2-ones, under different conditions and in the presence of a variety of agents. The yields were between 50 and 100%.