http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-811632-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_232361c9031a709144573276863c462b |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J41-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J75-00 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J75-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J41-00 |
| filingDate | 1955-05-16-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_184be722146a7975993c772f16ee373a http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_afb25a32430809f8340ff09424de92e2 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_fe20f6e104347c172e4b019c254821fe |
| publicationDate | 1959-04-08-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-811632-A |
| titleOfInvention | Improvements in or relating to the preparation of steroid compounds |
| abstract | Steroids having the partial formula <FORM:0811632/IV (b)/1> (wherein R is an acyl group and R1 is -NHCONHR2 or OR2 and R2 is hydrogen or an alkyl group containing from 1 to 4 carbon atoms) are prepared by reacting a 17a -hydroxy-20-keto-21-acyloxy steroid with a salt of a compound H2NR1 in the presence of a tertiary amine having a pKa value not greater than 7.6. The reaction medium may contain water to solubilize the reactants, and preferably contains an aqueous mineral acid as catalyst. Other reactive keto groups are attacked by the H2NR1 reagent, but may be protected, e.g. as cyclic ketals, prior to the reaction. In examples: (1) cortisone acetate in dry pyridine (or containing 10 per cent water) is treated with hydroxylamine hydrochloride until product gives no colour with alkaline triphenyltetrazolium salts, and then diluted with water yielding cortisone acetate-3,20-bis-oxime; similarly (2) are prepared the 3,20-bis-oximes of 21-acetoxy - 17a - hydroxypregn - 4 - ene - 3,20 - dione, 4,5a - dihydrocortisone acetate, the 3,20 - bismethoxime of cortisone acetate (using O-methyl hydroxylamine) and the 20-mono-oximes of 3,21 - diacetoxy - 17a - hydroxyallopregnane-11,20 - dione and (5) 21 - acetoxy - 3,3 - ethyenedioxy - 17a - hydroxypregn - 5 - en - 11,20-dione; (3) cortisone acetate in pyridine is treated with aqueous semicarbazide hydrochloride, pyridine and concentrated HCl added and then aqueous sodium acetate yielding cortisone acetate 3,20-bis-semicarbazone; (4), (6) and (7), similarly are prepared the 3,20-bissemicarbazones of 21-acetoxy-17a -hydroxy-D 4-pregnene - 3,20 - dione, 21 - acetoxy - 17a - hydroxy - 5a - pregnan - 3,11,20 - trione, and dihydrocortisone acetate, and the 20-mono-semicarbazone of 3b ,21-diacetoxy-17a -hydroxy-5a -pregnan - 11,20 - dione; (8) and (9) 4,5a - dihydrocortisone acetate in N : N-dimethylaniline or b -picoline is treated with semicarbazide hydrochloride in dilute HCl giving the 3,20-bissemicarbazone. |
| isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/DE-1169929-B http://rdf.ncbi.nlm.nih.gov/pubchem/patent/DE-1158065-B |
| priorityDate | 1955-05-16-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 47.