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...
Main Authors: | , , , , , |
---|---|
Format: | Article |
Published: |
Georg Thieme Verlag
1997
|
Subjects: |
_version_ | 1825821560215175168 |
---|---|
author | M. M., Yusoff Talaty, Erach R. S. Asmah, Ismail Gomez, Jaime A. Keller, Charles E. Younger, Jean M. |
author_facet | M. M., Yusoff Talaty, Erach R. S. Asmah, Ismail Gomez, Jaime A. Keller, Charles E. Younger, Jean M. |
author_sort | M. M., Yusoff |
collection | UMP |
description | 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) |
first_indexed | 2024-03-06T11:43:22Z |
format | Article |
id | UMPir4784 |
institution | Universiti Malaysia Pahang |
last_indexed | 2024-03-06T11:43:22Z |
publishDate | 1997 |
publisher | Georg Thieme Verlag |
record_format | dspace |
spelling | UMPir47842018-01-22T01:37:49Z http://umpir.ump.edu.my/id/eprint/4784/ Preparation of Substituted Imidazolidinones and Hydantoins by Ring-Expansion of Aziridinones M. M., Yusoff Talaty, Erach R. S. Asmah, Ismail Gomez, Jaime A. Keller, Charles E. Younger, Jean M. Q Science (General) QD Chemistry 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) Georg Thieme Verlag 1997 Article PeerReviewed M. M., Yusoff and Talaty, Erach R. and S. Asmah, Ismail and Gomez, Jaime A. and Keller, Charles E. and Younger, Jean M. (1997) Preparation of Substituted Imidazolidinones and Hydantoins by Ring-Expansion of Aziridinones. Synlett, 6. pp. 683-684. ISSN 0936-5214, ESSN: 1437-2096. (Published) http://dx.doi.org/10.1055/s-1997-3256 DOI: 10.1055/s-1997-3256 |
spellingShingle | Q Science (General) QD Chemistry M. M., Yusoff Talaty, Erach R. S. Asmah, Ismail Gomez, Jaime A. Keller, Charles E. Younger, Jean M. Preparation of Substituted Imidazolidinones and Hydantoins by Ring-Expansion of Aziridinones |
title | Preparation of Substituted Imidazolidinones and Hydantoins by Ring-Expansion of Aziridinones |
title_full | Preparation of Substituted Imidazolidinones and Hydantoins by Ring-Expansion of Aziridinones |
title_fullStr | Preparation of Substituted Imidazolidinones and Hydantoins by Ring-Expansion of Aziridinones |
title_full_unstemmed | Preparation of Substituted Imidazolidinones and Hydantoins by Ring-Expansion of Aziridinones |
title_short | Preparation of Substituted Imidazolidinones and Hydantoins by Ring-Expansion of Aziridinones |
title_sort | preparation of substituted imidazolidinones and hydantoins by ring expansion of aziridinones |
topic | Q Science (General) QD Chemistry |
work_keys_str_mv | AT mmyusoff preparationofsubstitutedimidazolidinonesandhydantoinsbyringexpansionofaziridinones AT talatyerachr preparationofsubstitutedimidazolidinonesandhydantoinsbyringexpansionofaziridinones AT sasmahismail preparationofsubstitutedimidazolidinonesandhydantoinsbyringexpansionofaziridinones AT gomezjaimea preparationofsubstitutedimidazolidinonesandhydantoinsbyringexpansionofaziridinones AT kellercharlese preparationofsubstitutedimidazolidinonesandhydantoinsbyringexpansionofaziridinones AT youngerjeanm preparationofsubstitutedimidazolidinonesandhydantoinsbyringexpansionofaziridinones |