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...
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| Main Authors: | , , , , , |
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| Format: | Article |
| Published: |
Georg Thieme Verlag
1997
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| Subjects: | |
| Online Access: | http://umpir.ump.edu.my/id/eprint/4784/ http://dx.doi.org/10.1055/s-1997-3256 |
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| Institution: | Universiti Malaysia Pahang |
| 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) |
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