http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1196683-A

Outgoing Links

Predicate Object
assignee http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_5922cbe7c65a9136f85906fa09e7c967
classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J75-00
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J53-00
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J71-00
classificationIPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J75-00
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J71-00
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J53-00
filingDate 1967-07-21-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1970-07-01-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-1196683-A
titleOfInvention Improvements in or relating to 6,7-Dihalomethylene Steroids
abstract 1,196,683. 6#,7#-Dihalomethylene steroids. SYNTEX CORP. 21 July, 1967 [11 April, 1967], No. 33677/67. Addition to 1,163,736. Heading C2U. A 6#,7#-dihalomethylene-#<SP>4</SP>-3-keto-steroid (in which the halogen is Cl or F) is prepared by adding to a refluxing solution of the corresponding #<SP>4'6</SP>-3-keto-steroid in an inert, non- aqueous, organic solvent an alkali or alkaline earth metal salt of an appropriate acid W-CX 2 -COOH (in which W is Cl, Br or I and X is the required halogen in the dihalomethylene group) dissolved in the same solvent at a temperature above the salt decomposition temperature. The isomeric 6α,7α-dihalomethylene compound formed at the same time (see Specification 1,163,736) is separated from the required product by standard procedures. Novel products have the formulae wherein X is Cl or F; R<SP>1</SP> is H or CH 3 ; R<SP>2</SP> is H, Cl, F or CH 3 ; R<SP>3</SP> is H, Cl or F; R<SP>4</SP> is H, α- or #- CH 3 , α-OH, or, together with R<SP>9</SP>, alkylenedioxy; R<SP>7</SP> is H, keto, #-OH or #-Cl, being Cl only when R<SP>3</SP> is Cl; R<SP>8</SP> is H, F, OH, Oaryl, or tetrahydropyranyloxy; R<SP>9</SP> is H, OH, Oaryl or, with R<SP>4</SP>, alkylenedioxy; R<SP>10</SP> is H, phenyl or fluorophenyl; and Z is a carbon-carbon single or double bond. In these and other products of the process a bismethylenedioxy group may be cleaved, a 21-OH may be removed, or fluorinated, via a 21-mesylate or -tosylate, a 17α- or 21-OH maybe esterified, e.g. via a 17,21-orthoester, or a 21-OH group etherified, any ester or ether group may be hydrolysed, a #<SP>9(11)</SP> compound may be chlorinated to the 9α,11#-dichloro derivative, a #<SP>9(11)</SP> compound may be epoxidized via the 9,11- bromohydrin and then converted to a 9α- fluoro-11#-ol, or a #<SP>4</SP>-3-ketone may be converted to a pregn-4-eno[3,2-c] pyrazole via a 2-hydroxymethylene compound. 9α-Fluoro-16α-methyl-17α, 20; 20, 21-bismethylenedioxypregna - 4,6 - dien - 11# - ol - 3 - one is prepared from the free 17α, 21-diol-20-one.
priorityDate 1967-04-11-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

Incoming Links

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Total number of triples: 22.