Preparation of Substituted Imidazolidinones and Hydantoins by Ring-Expansion of Aziridinones

Reaction of 1,3-di-tert-butylaziridinone and other di-tert-alkylaziridinones with cyanamides produces an imidazolidinone (3 or 6) bearing the tert-alkyl substituents at positions 1 and 5 only, by selective cleavage of the acyl-nitrogen bond. Treatment of the product from the unsubstituted cyanamide...

Full description

Bibliographic Details
Main Authors: M. M., Yusoff, Talaty, Erach R., S. Asmah, Ismail, Gomez, Jaime A., Keller, Charles E., Younger, Jean M.
Format: Article
Published: Georg Thieme Verlag 1997
Subjects:
Online Access:http://umpir.ump.edu.my/id/eprint/4784/
http://umpir.ump.edu.my/id/eprint/4784/
http://umpir.ump.edu.my/id/eprint/4784/
Description
Summary:Reaction of 1,3-di-tert-butylaziridinone and other di-tert-alkylaziridinones with cyanamides produces an imidazolidinone (3 or 6) bearing the tert-alkyl substituents at positions 1 and 5 only, by selective cleavage of the acyl-nitrogen bond. Treatment of the product from the unsubstituted cyanamide (3) with HNO 2 furnishes the corresponding hydantoin (5), whereas treatment with alkyl halides and base affords another imidazolidinone (7)