http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-768271-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_c902faf6ae746c51fc8010672fc22894 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J75-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J5-00 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J5-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J75-00 |
| filingDate | 1954-08-26-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1957-02-13-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-768271-A |
| titleOfInvention | 4, 16-pregnadiene-3, 11, 20-trione and the production thereof |
| abstract | The invention comprises 4 : 16-pregnadiene-3 : 11 : 20-trione, and the preparation thereof by reacting a 4 : 17a -dihalo-11a -acyloxypregnane-3 : 20-dione with an organic hydrazine to form the 3-hydrazone of an 11a -acyloxy-17a -halo-4-pregnene-3 : 20-dione, converting this to the corresponding ketone, dehydrohalogenating this and hydrolysing the 11a -acyloxy group, and then oxidizing the resulting 11a -hydroxy-4 : 16-pregnadiene-3 : 20-dione. The steps preceding the final oxidation are carried out in accordance with Specification 768,269, except that the conversion of the hydrazone is not limited to an exchange reaction with a ketone or aldehyde whilst the acyloxy group may be any carboxylic acyloxy group or a sulphonyloxy or phosphonyloxy group. The oxidation may be effected by the Oppenauer method with an aluminium alcoholate and a ketone, by the action of chromic acid in a heterogeneous or homogeneous medium, or especially by means of a pyridinechromic anhydride complex, advantageously at 0-50 DEG C. In examples: (1) 11a -acetoxy-4 : 16-pregnadiene-3 : 20-dione is prepared as described in Example 1 of Specification 768,269 and oxidized with a slurry of chromic anhydride and pyridine at 20-25 DEG C.; (2) 11a -benzoyloxy-4 : 16-pregnadiene-3 : 20-dione is prepared as described in Example 5 of Specification 768,269 and oxidized with a solution of sodium dichromate in aqueous sulphuric acid. Lists are given of additional intermediates, including compounds in which the 11a -substituent is benzene-, p-toluene-, p-chlorobenzene- or a -naphthalene - sulphonyloxy or benzenephosphonyloxy. Specification 668,533 also is referred to. |
| priorityDate | 1953-08-27-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 30.