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filingDate 1969-04-09-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1971-12-30-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-1258334-A
abstract 1,258,334. 1,2,3,4 - Tetrahydroquinolines. CHEMISCHE WERKE HULS A.G. 9 April, 19.69 [10 April, 1968; 2Dec., 1968],No. 18078/69. Heading C2C. 1,2,3,4-tetrahydroquinolines of the general formula in which R<SP>1</SP>, R<SP>2</SP>, R<SP>3</SP> and R<SP>4</SP> denote hydrogen, alkyl radicals having 1-4 carbon atoms, alkoxy radicals having 1-4 carbon atoms, an amino group which may bear one or two alkyl radicals having 1 to 4 carbon atoms as substituent, or halogen, and R<SP>9</SP> denotes a hydrogen atom or an alkyl radical having 1-4 carbon atoms, or R<SP>1</SP> and R<SP>2</SP> or R<SP>2</SP> and R<SP>3</SP> or R<SP>3</SP> and R<SP>4</SP> may be joined to form a non-aromatic carboxylic or aromatic 6-membered ring or R<SP>1</SP> and R<SP>9</SP> may be joined to form a non-aromatic heterocyclic 6- membered ring, R<SP>5</SP> denotes hydrogen or a saturated linear or branched alkyl radical having 1-8 carbon atoms or an aryl radical which may be substituted by alkyl or alkoxy groups having 1-4 carbon atoms, R<SP>6</SP> and R<SP>8</SP> denote hydrogen or an alkyl radical having 1-10 carbon atoms and R<SP>7</SP> denotes a phenyl radical, a vinyl radical or an alkyl radical having 1 or 2 carbon atoms, with the proviso that R<SP>7</SP> cannot be an alkyl radical if R<SP>6</SP> is hydrogen, are prepared by reacting an amine, an aldehyde and an olefine of the formulµ in the presence of a strong acid at a temperature of from 0-70‹ C. and the tetrahydroquinolinium salt is converted into the free base. Using this process the following compounds have been prepared in the examples: 2,4-dimethyl-4- phenyl - 1,2,3,4 - tetrahydroquinoline; 2,4,6- trimethyl - 4 - phenyl - 1,2,3,4 - tetrahydroquinoline; 2,4,8 - trimethyl - 4 - phenyl - 1,2,3,4- tetrahydroquinoline ; 2,4 - dimethyl - 4 - phenyl - 1 - azo - 1,2,3,4 - tetrahydrophenanthrene; 2,4- dimethyl - 4 - phenyl - 6 - methoxy - 1,2,3,4- tetrahydroquinoline; 2,4,5,8 - tetramethyl - 4- phenyl - 1,2,3,4 - tetrahydroquinoline; 2- isopropyl - 4 - methyl - 4 - phenyl - 1,2,3,4- tetrahydroquinoline ; 2 - n - propyl - 4 - methyl- 4 - phenyl - 1,2,3,4 - tetrahydroquinoline; 2 - npentyl - 4 - methyl - 4 - phenyl - 1,2,3,4 - tetrahydroquinoline; 2,4 - diphenyl - 4 - methyl- 1,2,3,4 - tetrahydroquinoline; 2,4 - dimethyl - 4- vinyl - 1,2,3,4 - tetrahydroquinoline ; 2 - methyl- 4 - phenyl - 1,2,3,4-tetrahydroquinoline; 2,4- diphenyl - 1,2,3,4 - tetrahydroquinoline; 2- isopropyl - 4 - phenyl - 1,2,3,4 - tetrahydroquinoline; 1 - methyl - 4 - phenyl - 1,2,3,4-tetrahydroquinoline; 1,7 - diphenyl - 2,3,6,7 - tetrahydro- 1H,5H - benzo - [i.j] - quinolizine ; 1,7-diphenyl- 4 - methyl - 2,3,6,7 - tetrahydro - 1H,5H- benzo[i.j]-quinolizine.
priorityDate 1968-04-10-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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