http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-750330-A
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_a0b4dd29891f892c9208aac43470acd3 |
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 | 1953-07-13-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_b0d694b0a753ce024a784d0f1ae99879 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_78b94f8554af17597db90aabcb69332a http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_fe59cc20fe64b0334ee6546287d62ac6 |
publicationDate | 1956-06-13-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | GB-750330-A |
titleOfInvention | Improvements in or relating to the preparation of steroid substances |
abstract | 3-Keto-2-iodo-D 4-steroids and 3-keto-D 4-steroids are prepared by treatment of 3-keto-2:4-dibromoallosteroids with an alkali metal iodide soluble in the reaction medium, in the presence of an organic iodine compound which under the conditions of the reaction reacts with hydrogen iodide to form iodine and thereafter reducing the 3-keto-2-iodo-D 4-steroids produced. The organic iodine compound is normally generated in situ by the addition of an organic substance having an active chlorine or bromine atom which reacts with alkali metal iodide with the replacement of chlorine or bromine by iodine, e.g. benzyl chloride, allyl bromide; the preferred compounds are a -halogeno ketones of formula R3.CO.CHX.R4, where R3 is an alkyl radical containing from 1-4 carbon atoms, R4 is an alkyl radical containing from 1-3 carbon atoms and X is Cl, Br or I. Specified solvents are acetone, methyl ethyl ketone, t.-butanol, tetrahydrofuran and methyl cyanide. In examples: (1) sodium iodide and bromoacetone or allyl bromide are refluxed in acetone, 17a :21 - diacetoxy - 2:4 - dibromo - 3:11:20-triketoallopregnane added and after further refluxing, the mixture is poured into aqueous sodium thiosulphate and extracted with methylene chloride; the residue after evaporation of the solvent (crude 2-iodosteroid), is reduced with chromous chloride solution to yield cortisone diacetate; (2) as in (1) 21 - acetoxy - 17a - hydroxy - 2:4 - dibromo - 3:11:20 - triketoallopregnane is converted to cortisone 21-acetate; (3) cortisone diacetate is prepared as in (1) using bromomethyl ethyl ketone in methyl ethyl ketone. Comparative experiments (without the addition of an activated halogen compound), are also described. Specifications 693,991, 746,488 and 748,779 are referred to. |
isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-2959603-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-2959602-A |
priorityDate | 1953-07-13-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 56.