http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1041696-A
Outgoing Links
Predicate | Object |
---|---|
assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_966a6c1f382ec9bcb5e3839dfd73e5b8 |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D455-08 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D455-06 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D455-08 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D455-06 |
filingDate | 1964-06-05-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationDate | 1966-09-07-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | GB-1041696-A |
titleOfInvention | Manufacture of benzo[a]quinolizines |
abstract | The invention comprises (1) compounds of formula <FORM:1041696/C2/1> in which R is an alkyl group having 1-4 carbon atoms, R1, R2, R3 and R4 represent methoxy or ethoxy group, and Ra is present and represents an alkenyl group having 2-7 carbon atoms, and (2) the preparation of compounds of the formula given above in which R, R1, R2, R3, R4 are as defined above, and R is an aralkyl group in which the alkyl portion has 1-4 carbon atoms, an alkyl group having 1-7 carbon atoms or an alkenyl group having 2-7 carbon atoms, and in which the broken line denotes that the substituents attached thereby are optional, and acid addition salts thereof, which comprises condensing a 6,7-dihydro-benzo[a]quinolizinium salt having a cation of formula <FORM:1041696/C2/2> with a 3,4-dihydroisoquinolinium salt having a cation of formula <FORM:1041696/C2/3> to give a tetrahydroisoquinolinyl-methyl -dihydrobenzo[a]quinolizinium salt and either first hydrogenating the heterocyclic aromatic ring of this compound and then dearalkylating or reducing, if desired, the hydrogenated product to remove any N-aralkyl group or reduce any N-alkenyl group to an N-alkyl group, or first carrying out the dearalkylation or reduction and then hydrogenating the dearalkylation or reduction product, and in either case if desired converting the product to an acid addition salt. The reaction between the benzo[a]quinolizinium salts and isoquinolinium salts of Formulae II and III is preferably carried out in a basic medium at a temperature within the approximate range of - 10 DEG C. to + 70 DEG C. The hydrogenation of the aromatic heterocyclic ring of the condensation product is conveniently effected using a metal hydride in an aqueous or alkanolic solution. The dearalkylation of any N-aralkyl condensation product or the reduction of any N-alkenyl condensation product can conveniently be effected by catalytic hydrogenation. |
isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-D435684-S |
priorityDate | 1963-06-07-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 28.