http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-501421-A
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_7b04f5b6a02051c94d6eaf190b751ed2 |
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/C07J75-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J5-00 |
filingDate | 1937-08-23-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationDate | 1939-02-23-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | GB-501421-A |
titleOfInvention | Manufacture of compounds of the cyclopentano-polyhydrophenanthrene series |
abstract | 501,421. Sex hormones. GROVES, W. W. (I. G. Farbenindustrie Akt.-Ges.) Aug. 23, 1937, No. 23058. [Class 2 (iii)] Amines of the cyclopentanopolyhydrophenanthrene series are prepared by subjecting to the Beckmann transformation the oxime of a compound of this series having a -CO-CH3 group in the 17-position and hydrolysing the resulting acetylamino compound. The amines thus obtained may be converted into compounds having the character of the male sexual hormones by treatment with nitrous acid to give the corresponding alcohols, which, in turn, may be converted into ketones by oxidation if necessary with temporary protection of any double linkage that may be present. In examples: (1) acetyl-pregnenolone-oxime is mixed with benzene and thionyl chloride, heated, and the residue heated with alcohol and hydrochloric acid to give the hydrochloride of 3-hydroxy-17-amino-androstene which can be purified by treatment with caustic soda, crystallization from petroleum ether and precipitation as the acetate. The 3-hydroxy-17- amino-#<5-6>-androstene when heated on the steam bath with sodium nitrite and acetic acid gives #<5-9>-androstonediol. The latter, on treatment with bromine, glacial acetic acid, and chromic acid gives #<5-6>-androstenedione ; (2) the oxime of 3-acetyl-pregnanolone is similarly converted into the corresponding amine which, upon treatment with nitrite and oxidation, results in androstanedione. |
priorityDate | 1937-08-23-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 44.