http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1301657-A
Outgoing Links
| Predicate | Object |
|---|---|
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/H01J29-225 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/G03G5-0546 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D215-18 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D215-227 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/G03G5-067 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D215-36 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/G03G5-07 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/G03G5-0637 |
| classificationIPCAdditional | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D215-22 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/G03G5-07 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/G03G5-06 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/G03G5-05 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/H01J29-22 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D215-18 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D215-36 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D215-227 |
| filingDate | 1969-03-24-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1973-01-04-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-1301657-A |
| abstract | 1301657 Quinoline derivatives AGFA GEVAERT 17 March 1970 [24 March 1969 22 Aug 1969] 15333/69 and 42061/69. Heading C2C [Also in Division H1] Quinoline derivatives of the formula wherein R 1 represents hydrogen or an optionally substituted hydrocarbon, group, R 2 represents hydrogen, an optionally substituted hydrocarbon group, a carboxylic acid group, an ester group, a nitro group, a carbamoyl group, a substituted carbamoyl group, or an optionally substituted amino group, R 3 represents hydrogen, an optionally substituted hydrocarbon group, a carboxylic acid or ester group, or an optionally substituted carbamoyl group, X represents an electronegative substituent with respect to the carbon atom to which it is attached (e.g. 0, 5, imino, dicyanomethylene, oxine, hydrazone or sulphoximido), and Z represents the atoms necessary to close a quinoline or substituted quinoline nucleus are prepared by conventional methods. 1 - Ethyl - 3.- phenyl nitroquinol- 2 - ones are made by the reaction of an alkylamino-4- nitrotoluene and phenylglyoxylic, acid ethyl ester in the presence of piperidine at elevated temperature. The nitroquinoline is reduced to the amino-quinoline using stannous chloride and the product optionally treated with an alkylating agent, e.g. methanolic CH 2 O + Raney Ni+H 2 or triethyl phosphite, to give a dialkylamino quinolone. Quinol-4-ones are prepared by the reaction of an ester of p-fluorosulphonyl benzoyl acetic acid and p-benzoyl amido aniline followed by treatment with diphenyl, diphenyl oxide or an amine derivative thereof to give an oily intermediate which is cyclized with the elimination of an alcohol at elevated temperature to yield a mono or di-nuclear quinolone. Quinol-2-thiones are made by the reaction of a keto-ester with an aromatic amine to give an amido derivative which is isolated and cyclized. The cyclized product after isolation is treated with an ester of p-toluene sulphonic acid to afford a tertiary amine which is isolated and treated with P 2 S 5 to give the thione. An alternative preparative scheme uses a secondary aromatic amine instead of a primary aromatic amine and omits the alkylation step. Quinol-4-thiones are prepared from a 4-chloro quinoline by successive reaction with an alkyl iodide and sodium hydrogen sulphide with isolation of the intermediate quarternary iodide. Quinoline derivatives wherein X is an oxime or an imino group are derived from a 4-chloroquinoline by reaction with dimethyl sulphate to give a quartenary compound and then either hydroxylamine or an aromatic amine respectively. Quinolines with an acyl-substituted hydrazone group in the 4-position can be prepared by a method analogous to that immediately above but using an acyl hydrazine instead of hydroxylamine. A quinoline derivative where X is dicyanomethylene is prepared by the reaction of N - isopropyl - 2 - methylmercapto - 4,7 - dimethylquinolinium iodide and propane dinitrile in a mixture of pyridine and piperidine. Many other compounds are specified. |
| isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-5328887-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-0531578-B1 |
| priorityDate | 1969-03-24-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
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Total number of triples: 73.