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/
_version_ 1848817465318965248
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
building UMP Institutional Repository
collection Online Access
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 2025-11-15T01:22:12Z
format Article
id ump-4784
institution Universiti Malaysia Pahang
institution_category Local University
last_indexed 2025-11-15T01:22:12Z
publishDate 1997
publisher Georg Thieme Verlag
recordtype eprints
repository_type Digital Repository
spelling ump-47842018-01-22T01:37:49Z 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
url http://umpir.ump.edu.my/id/eprint/4784/
http://umpir.ump.edu.my/id/eprint/4784/
http://umpir.ump.edu.my/id/eprint/4784/