CH623315A5 - Process for the preparation of triazolylbenzophenone derivatives - Google Patents
Process for the preparation of triazolylbenzophenone derivatives Download PDFInfo
- Publication number
- CH623315A5 CH623315A5 CH1193976A CH1193976A CH623315A5 CH 623315 A5 CH623315 A5 CH 623315A5 CH 1193976 A CH1193976 A CH 1193976A CH 1193976 A CH1193976 A CH 1193976A CH 623315 A5 CH623315 A5 CH 623315A5
- Authority
- CH
- Switzerland
- Prior art keywords
- benzophenone
- triazol
- chloro
- hydrogen
- dichloro
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 19
- 238000002360 preparation method Methods 0.000 title claims description 4
- -1 pyrrolidino, piperidino, morpholino Chemical group 0.000 claims description 24
- 125000000217 alkyl group Chemical group 0.000 claims description 18
- 229910052739 hydrogen Inorganic materials 0.000 claims description 18
- 239000001257 hydrogen Substances 0.000 claims description 17
- 229910052736 halogen Chemical group 0.000 claims description 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 9
- 150000002367 halogens Chemical group 0.000 claims description 8
- 239000012442 inert solvent Substances 0.000 claims description 7
- 125000001557 phthalyl group Chemical group C(=O)(O)C1=C(C(=O)*)C=CC=C1 0.000 claims description 7
- 150000001875 compounds Chemical class 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 125000005843 halogen group Chemical group 0.000 claims description 4
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- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
- 229910052717 sulfur Inorganic materials 0.000 claims description 3
- 239000011593 sulfur Substances 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 150000002431 hydrogen Chemical group 0.000 claims 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 2
- 229910052760 oxygen Chemical group 0.000 claims 2
- 239000001301 oxygen Chemical group 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- 238000006482 condensation reaction Methods 0.000 claims 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 126
- 239000012965 benzophenone Substances 0.000 description 79
- 229940024874 benzophenone Drugs 0.000 description 79
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 76
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 63
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 57
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 54
- 239000000047 product Substances 0.000 description 52
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 42
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 39
- 239000000243 solution Substances 0.000 description 36
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 33
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 32
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 31
- 239000000203 mixture Substances 0.000 description 27
- 239000013078 crystal Substances 0.000 description 25
- 239000000460 chlorine Substances 0.000 description 23
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 22
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- 238000001953 recrystallisation Methods 0.000 description 14
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- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 description 4
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 4
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P21/00—Drugs for disorders of the muscular or neuromuscular system
- A61P21/02—Muscle relaxants, e.g. for tetanus or cramps
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/08—Antiepileptics; Anticonvulsants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/20—Hypnotics; Sedatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/24—Antidepressants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/26—Psychostimulants, e.g. nicotine, cocaine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C07D239/86—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C07D239/86—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 4
- C07D239/88—Oxygen atoms
- C07D239/92—Oxygen atoms with hetero atoms directly attached to nitrogen atoms of the hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06008—Dipeptides with the first amino acid being neutral
- C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
- C07K5/06026—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing 0 or 1 carbon atom, i.e. Gly or Ala
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06008—Dipeptides with the first amino acid being neutral
- C07K5/06078—Dipeptides with the first amino acid being neutral and aromatic or cycloaliphatic
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Neurology (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Pain & Pain Management (AREA)
- Psychiatry (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Anesthesiology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB53224/75A GB1531980A (en) | 1975-12-30 | 1975-12-30 | Triazolylbenzophenone derivatives and preparation thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH623315A5 true CH623315A5 (en) | 1981-05-29 |
Family
ID=10467048
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH1193976A CH623315A5 (en) | 1975-12-30 | 1976-09-21 | Process for the preparation of triazolylbenzophenone derivatives |
Country Status (19)
| Country | Link |
|---|---|
| JP (1) | JPS5283469A (OSRAM) |
| AR (2) | AR218613A1 (OSRAM) |
| AT (1) | AT350052B (OSRAM) |
| AU (1) | AU498113B2 (OSRAM) |
| BE (1) | BE846410A (OSRAM) |
| CA (1) | CA1126274A (OSRAM) |
| CH (1) | CH623315A5 (OSRAM) |
| DE (1) | DE2641164A1 (OSRAM) |
| DK (1) | DK393576A (OSRAM) |
| ES (3) | ES451896A1 (OSRAM) |
| FR (1) | FR2336930A1 (OSRAM) |
| GB (1) | GB1531980A (OSRAM) |
| HU (1) | HU172539B (OSRAM) |
| IE (1) | IE43841B1 (OSRAM) |
| IL (1) | IL50664A (OSRAM) |
| NL (1) | NL7610799A (OSRAM) |
| NZ (1) | NZ181958A (OSRAM) |
| SE (1) | SE7609813L (OSRAM) |
| ZA (1) | ZA765851B (OSRAM) |
-
1975
- 1975-12-30 GB GB53224/75A patent/GB1531980A/en not_active Expired
-
1976
- 1976-08-31 DK DK393576A patent/DK393576A/da not_active Application Discontinuation
- 1976-09-02 CA CA260,438A patent/CA1126274A/en not_active Expired
- 1976-09-06 AU AU17498/76A patent/AU498113B2/en not_active Expired
- 1976-09-06 SE SE7609813A patent/SE7609813L/xx not_active Application Discontinuation
- 1976-09-07 NZ NZ181958A patent/NZ181958A/xx unknown
- 1976-09-08 HU HU76SI00001538A patent/HU172539B/hu unknown
- 1976-09-13 DE DE19762641164 patent/DE2641164A1/de not_active Withdrawn
- 1976-09-15 AT AT684276A patent/AT350052B/de not_active IP Right Cessation
- 1976-09-17 AR AR264755A patent/AR218613A1/es active
- 1976-09-21 BE BE170796A patent/BE846410A/xx unknown
- 1976-09-21 CH CH1193976A patent/CH623315A5/de not_active IP Right Cessation
- 1976-09-27 ES ES451896A patent/ES451896A1/es not_active Expired
- 1976-09-29 NL NL7610799A patent/NL7610799A/xx not_active Application Discontinuation
- 1976-09-29 ZA ZA765851A patent/ZA765851B/xx unknown
- 1976-10-06 FR FR7630125A patent/FR2336930A1/fr active Granted
- 1976-10-06 JP JP12081576A patent/JPS5283469A/ja active Pending
- 1976-10-07 IE IE2215/76A patent/IE43841B1/en unknown
- 1976-10-11 IL IL50664A patent/IL50664A/xx unknown
-
1977
- 1977-06-30 AR AR268275A patent/AR220519A1/es active
- 1977-09-09 ES ES462244A patent/ES462244A1/es not_active Expired
- 1977-09-09 ES ES462243A patent/ES462243A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NZ181958A (en) | 1979-03-28 |
| AU1749876A (en) | 1978-03-16 |
| ES462244A1 (es) | 1978-06-01 |
| IL50664A0 (en) | 1976-12-31 |
| GB1531980A (en) | 1978-11-15 |
| SE7609813L (sv) | 1977-07-01 |
| AU498113B2 (en) | 1979-02-08 |
| IE43841B1 (en) | 1981-06-03 |
| HU172539B (hu) | 1978-09-28 |
| AR220519A1 (es) | 1980-11-14 |
| ATA684276A (de) | 1978-10-15 |
| FR2336930B1 (OSRAM) | 1978-12-22 |
| IL50664A (en) | 1983-09-30 |
| DE2641164A1 (de) | 1977-07-14 |
| AT350052B (de) | 1979-05-10 |
| ES462243A1 (es) | 1978-06-01 |
| ES451896A1 (es) | 1978-01-16 |
| FR2336930A1 (fr) | 1977-07-29 |
| DK393576A (da) | 1977-07-01 |
| ZA765851B (en) | 1977-09-28 |
| NL7610799A (nl) | 1977-07-04 |
| BE846410A (fr) | 1977-01-17 |
| IE43841L (en) | 1977-06-30 |
| JPS5283469A (en) | 1977-07-12 |
| CA1126274A (en) | 1982-06-22 |
| AR218613A1 (es) | 1980-06-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased | ||
| PL | Patent ceased |