http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-776760-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_dc2f7134efa50484bb359fda73782848 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D237-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D237-14 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D401-12 |
| filingDate | 1953-06-19-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1957-06-12-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-776760-A |
| titleOfInvention | Manufacture of new halogen pyridazines |
| abstract | The invention comprises 6-halogen-2-aryl-3-oxo-2:3-dihydropyridazines and the preparation thereof, wherein a 6-hydroxy-2-aryl-3-oxo-2:3-dihydropyridazine or a tautomer thereof is treated with a halogenating agent or a 6-hydroxy-2-aryl-3-oxo-2 : 3 : 4 : 5-tetrahydro-pyridazine or a tautomer thereof is treated with a halogenating and a dehydrogenating agent and, if desired, in a resulting compound containing a halogen atom in the 5-position, this atom is replaced by an amino group. Specified halogenating agents are phosphorus oxychloride, phosphorus pentabromide and phosphorus pentachloride. Phosphorus pentachloride is specified as a dehydrogenating agent. The examples describe the preparation of the following substituted 3 - oxo - 2:3 - dihydropyridazines: 6 - chloro - 2 - phenyl-, 5:6 - dichloro - 2 - phenyl-, 6 - chloro - 2 - (para - chlorophenyl)-, 6 - chloro - 2 - phenyl-5-methyl-, 6-bromo-2-phenyl-, 4:6-dichloro - 2 - phenyl-, 6 - chloro - 2 - naphthyl - (21)-, 6 - chloro - 2 - naphthyl - (11)-, 6-chloro -2- (paratolyl)-, 6-chloro-2-(para-nitrophenyl)-, 6-chloro5-morpholino-2-phenyl-, 6-chloro-5-piperidino-2 - phenyl- and 6 - chloro - 5 - dimethylamino - 2 - phenyl-3-oxo-2:3-dihydropyridazines. 6-Hydroxy-2-phenyl-3-oxo-2:3-dihydropyridazine, 6-hydroxy-2-(para-chlorophenyl)-3-oxo-2:3 - dihydropyridazine, 6 - hydroxy - 2 - naphthyl-(21)-3-oxo-2:3-dihydropyridazine, 6-hydroxy-2-naphthyl-(11)-3-oxo-2:3-dihydropyridazine and 6 - hydroxy - 2 - (para-tolyl) - 3 - oxo - 2:3 - dihydro-pyridazine are prepared by reacting maleic anhydride with phenylhydrazine, para-chloro-phenylhydrazine, b -naphthylhydrazine, a -naphthylhydrazine and para-tolylhydrazine respectively in a glacial acetic acid solvent. 6-Hydroxy-5-chloro-2-phenyl-3-oxo-2:3-di-hydropyridazine and 6 - hydroxy - 5 - bromo - 2 - phenyl - 3 - oxo - 2:3 - dihydropyridazine are prepared by reacting phenylhydrazine with chloromaleic anhydride and bromomaleic anhydride respectively in a glacial acetic solvent. 6 - Hydroxy - 2 - (para-nitrophenyl) - 3 - oxo - 2:3-dihydropyridazine is prepared by nitrating 6-hydroxy - 2 - phenyl - 3 - oxo - 2:3 - dihydropyridazine. 6-Hydroxy-5-morpholino-2-phenyl-3-oxo-2:3-dihydropyridazine and 6-hydroxy-5-piperidino-2-phenyl-3-oxo - 2:3 - dihydropyridazine are prepared by heating 6-hydroxy-5-bromo-2-phenyl-3-oxo-2:3-dihydropyridazine with morpholine and piperidine respectively in a sealed tube. 6-Hydroxy-2-phenyl-4-methyl-3-oxo-2:3-dihydropyridazine and 6 - hydroxy - 2 - phenyl - 5 - methyl-3-oxo-2:3-dihydropyridazine are formed simultaneously by reacting citraconic acid anhydride with phenylhydrazine in glacial acetic acid and treating the intermediate N-anilino-citraconic imide formed with hydrochloric acid. |
| priorityDate | 1952-06-20-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
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