Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Hydrogen Cyanide | HCID 768 | — |
| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | 4-Thiazolidinecarboxylic acid, 5,5-dimethyl-2-(1-methylethyl)-, hydrochloride (1:1) | HCID 3014730 | — |
| Edukt | 2-Isopropyl-5,5-dimethylthiazolidine-4-carbonitrile | HCID 21395911 | — |
| Produkt | L-Penicillamine | HCID 92863 | — |
Reaktionsschritte
In a process for the production of D,L-penicillamine by the reaction of isobutyraldehyde with sulfur and ammonia to form 2-isopropyl-5,5-dimethylthiazoline-3, conversion of the thiazoline with anhydrous hydrogen cyanide into 2-isopropyl-5,5-dimethylthiazolidine-4-carbonitrile, hydrolysis of the nitrile with hydrochloric acid to 2-isopropyl-5,5-dimethylthiazolidine-4-carboxylic acid hydrochloride and ammonium chloride, working up the mixture and separation of the ammonium chloride and hydrolytically breaking down the 2-isopropyl-5,5-dimethylthiazolidine-4-carboxylic acid to form penicillamine the improvement comprising carrying out the hydrolysis of the 2-isopropyl-5,5-dimethylthiazolidine-4-carbonitrile by (1) converting the 2-isopropyl-5,5-dimethylthiazolidine-4-carbonitrile with the hydrochloric acid into 2-isopropyl-5,5-dimethylthiazolidine-4-carbonamide hydrochloride at a temperature of 0° to 80° C and (2) converting the 2-isopropyl-5,5-dimethylthiazolidine-4-carbonamide hydrochloride into 2-isopropyl-5,5-dimethylthiazolidine-4-carboxylic acid hydrochloride at a temperature of 80° to 150° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US04028406 |
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| Quelldatensatz | uspto-grants-1977_06 |
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| ORD ID | ord-df576b0be07942ea9f1fa2ad6f97d424 |
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| Quellennotiz | uspto-grants-1977_06 |
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