Action des hydroxyurées sur les maléate et fumarate de méthyle. Obtention des carbométhoxy-5 oxa-6 dihydrouraciles; transposition en carbométhoxyméthylène-5 hydantoïnes

We describe in this paper the Michael-type addition of hydroxyureas with methyl maleate and fumarate. The cyclization of the ureidoxyester intermediates obtained leads to the isolation of 5-carbomethoxy 6-oxadihydrouracils; their structure is proved by X-ray analysis. These relatively unstable compo...

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Bibliographic Details
Published in:Canadian journal of chemistry 1981-10, Vol.59 (19), p.2891-2897
Main Authors: Bennouna, Chakib, Petrus, Françoise, Verducci, Jean, Hauw, Christian, Gaultier, Jacques
Format: Article
Language:English
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Summary:We describe in this paper the Michael-type addition of hydroxyureas with methyl maleate and fumarate. The cyclization of the ureidoxyester intermediates obtained leads to the isolation of 5-carbomethoxy 6-oxadihydrouracils; their structure is proved by X-ray analysis. These relatively unstable compounds undergo transposition under basic conditions and give 5-carbomethoxyhydantoins.
ISSN:0008-4042
1480-3291
DOI:10.1139/v81-420