http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-992734-A
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_ba090c867801ab7bccb082f1b694ad25 |
filingDate | 1962-10-16-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationDate | 1965-05-19-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | GB-992734-A |
titleOfInvention | Improvements in or relating to novel trans-3-phenylcyclobutylamines |
abstract | The invention comprises trans-3-phenylcyclobutylamine compounds of the formula <FORM:0992734/C2/1> (wherein R1 and R2 are hydrogen or methyl) and acid-addition salts thereof. They may be prepared by reducing diethyl phenylmalonate to 2-phenylpropane-1,3-diol, coverting this to the di-p-toluenesulphonate, reacting this with diethyl malonate to give diethyl 3-phenylcyclobutane-1,1-dicarboxylate, saponifying this to 3-phenylcyclobutane-1,1-diarboxylic acid, decarboxylating this and chromatographically separating trans-3-phenyl-cyclobutane-carboxylic acid and converting this via the mixed anhydride with ethyl chloroformate and then the azide by the Curtius reaction to trans-3-phenylcyclobutylamine. This may then be methylated with formic acid and formaldehyde to give the dimethyl compound or formylated to give the N-formyl derivative, the sodio derivative of which may be alkylated with methyl iodide to give the N-formyl-N-methyl-derivative which on hydrolysis gives the monomethyl compound. The free amine may also be prepared by degrading 3-phenylcyclobutane-1,1-dicarboxylic acid to 3-phenylcyclobutanone reducing this to 3-phenylcyclobutanol, converting this to the p-toluenesulphonate, treating this with sodium azide and reducing the azide so formed. Examples are given, and a list of salt-forming organic and inorganic acids, including 8-haloethophyllines, is also provided. Reference is also made to resolution into d- and l-trans isomers. The compounds of the invention, which are stated to be anorectics, may be made up into pharmaceutical compositions with suitable carriers. Tablets, lozenges, capsules, powders, solutions and suspensions are referred to. |
isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-4705807-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/FR-2384742-A1 |
priorityDate | 1961-11-10-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 47.