http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-670495-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_d202e9e866984fe229f6facc38f1d740 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D277-06 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D277-06 |
| filingDate | 1948-01-13-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1952-04-23-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-670495-A |
| titleOfInvention | Method for the synthesis of penicillamine |
| abstract | Penicillamine hydrohalides (a -amino-b -mercapto-isovaleric acid hydrohalides) are prepared by refluxing a - amino - b - benzylmercaptoisovaleric acid with an aqueous hydrohalic acid, e.g. hydrobromic or hydriodic acid, preferably in an inert atmosphere such as nitrogen. The benzyl halide and part of the water formed may be removed by fractional distillation during the reaction period and the resulting penicillamine hydrohalide may be recovered from the aqueous reaction solution by evaporating to dryness, digesting the product with a solvent and recovering the penicillamine hydrohalide by filtration. The hydrobromide can also be purified by reacting with acetone to form 2 : 2 : 5 : 5 - tetramethyl - 4 - carboxy - thiazolidine hydrobromide which may be reconverted to the penicillamine hydrobromide by hydrolysis. In examples: (1) dl-a -amino-b -benzylmercapto - isovaleric acid is refluxed with aqueous hydrobromide hydrate which is purified by conversion to the dl-2 : 2 : 5 : 5-tetramethyl - 4 - carboxy - thiazolidine hydrobromide; (2) dl-a -amino-b -benzylmercapto-iso-valeric acid is refluxed with aqueous hydriodic acid; (3) d-a -amino-b -benzylmercapto-isovaleric acid is used in place of the dl-compound in the process of (1). a -Amino-b -benzylmercapto-isovaleric acid is prepared by refluxing together hippuric acid, acetone, acetic anhydride and sodium acetate to form an azlactone which is treated with benzyl mercaptan in methanolic sodium methoxide. |
| priorityDate | 1947-01-29-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 38.