Synthesis of 3-Ω-amino-2-thiohydantoins
✍ Scribed by Józef Ryczek
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2003
- Tongue
- English
- Weight
- 48 KB
- Volume
- 40
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
In the reaction of ethyl isothiocyanatoacetate with diamines, followed by cyclization of the intermediate product, 3‐monosubstituted thiohydantoins have been obtained. It was found that the reaction course depends on the purity of the isothiocyanate used and also, in the case of dialkylaminoamines, the self‐cyclization occurs. Besides the dialkylamino derivatives of 3‐monosubstituted 2‐thiohydantoins also new monoalkylamino, amino and heterocyclic derivatives were synthesized. The aryldiazonium derivative of 3‐monosubstituted 2‐thiohydantoin yielded both respective phenol derivative after hydrolysis and the product of coupling with 2‐naphthol.
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