Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Cystamine | HCID 2915 | — |
| Edukt | Cysteamine | HCID 6058 | — |
| Edukt | Succinic anhydride | HCID 7922 | — |
| Edukt | 4-Oxo-4-[(2-sulfanylethyl)amino]butanoic acid | HCID 22450828 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 1-(2-Sulfanylethyl)pyrrolidine-2,5-dione | HCID 22016357 | — |
Reaktionsschritte
About one-half hour is necessary for the complete transformation of the succinic anhydride (V.P.C.). At this stage, to facilitate the cyclization reaction, the reaction mixture is placed under reduced pressure and the evolution of the reaction mixture is followed by acidimetric dosage of the nontransformed N-(2-mercapto ethyl) succinamic acid. At the end of the reaction, the mixture is cooled and 7 g of crude product are obtained and dissolved in 50 cm3 of water to which are added, with stirring, 10 g of sulfonic acid resin. After stirring for one hour, the resin, having fixed the traces of cysteamine or cystamine not having reacted, is removed by filtration. To reduce the disulfide optionally present, there are added to the stirred filtrate, 10 g of sulfonic resin and 3 g of zinc powder. After 3 hours the mixture is filtered and the filtrate is concentrated under reduced pressure. After drying, 5 g of N-(2-mercapto ethyl) succinimide are obtained in the form of a white powder whose melting point is 45° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05154918 |
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| Quelldatensatz | uspto-grants-1992_10 |
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| ORD ID | ord-9850519c0bec4d40b7c2d8c2e22ba1c0 |
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| Quellennotiz | uspto-grants-1992_10 |
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