SU626700A3 - Способ получени 1-дифторметил-6,7метилендиокси-1,4-дигидро-4-оксо-3хинолинкарбоновой кислоты или ее сложных эфиров или солей - Google Patents
Способ получени 1-дифторметил-6,7метилендиокси-1,4-дигидро-4-оксо-3хинолинкарбоновой кислоты или ее сложных эфиров или солейInfo
- Publication number
- SU626700A3 SU626700A3 SU772455503A SU2455503A SU626700A3 SU 626700 A3 SU626700 A3 SU 626700A3 SU 772455503 A SU772455503 A SU 772455503A SU 2455503 A SU2455503 A SU 2455503A SU 626700 A3 SU626700 A3 SU 626700A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- acid
- oxo
- mixture
- difluoromethyl
- cooled
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 7
- 150000002148 esters Chemical class 0.000 title claims 3
- 150000003839 salts Chemical class 0.000 title claims 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 7
- 239000000203 mixture Substances 0.000 claims 7
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 6
- 239000002253 acid Substances 0.000 claims 5
- 238000001914 filtration Methods 0.000 claims 4
- 239000007787 solid Substances 0.000 claims 4
- -1 1-difluoromethyl ethyl Chemical group 0.000 claims 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 3
- 239000000047 product Substances 0.000 claims 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 claims 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 claims 2
- 239000002244 precipitate Substances 0.000 claims 2
- 238000010992 reflux Methods 0.000 claims 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 claims 1
- JYJKFMPCGBLLHN-UHFFFAOYSA-N 5-(difluoromethyl)-8-oxo-[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid Chemical compound C1=C2C(=O)C(C(=O)O)=CN(C(F)F)C2=CC2=C1OCO2 JYJKFMPCGBLLHN-UHFFFAOYSA-N 0.000 claims 1
- UPPPRUGHDBCPEF-UHFFFAOYSA-N Nic 17 Natural products CC(C(O)CC(=O)C)c1ccc2C3C4OC4C5(O)CC=CC(=O)C5(C)C3CCc2c1 UPPPRUGHDBCPEF-UHFFFAOYSA-N 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 238000001816 cooling Methods 0.000 claims 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 claims 1
- 125000004494 ethyl ester group Chemical group 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 239000000706 filtrate Substances 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 239000005457 ice water Substances 0.000 claims 1
- 238000002329 infrared spectrum Methods 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 claims 1
- 239000000843 powder Substances 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- LOAUVZALPPNFOQ-UHFFFAOYSA-N quinaldic acid Chemical compound C1=CC=CC2=NC(C(=O)O)=CC=C21 LOAUVZALPPNFOQ-UHFFFAOYSA-N 0.000 claims 1
- 238000001953 recrystallisation Methods 0.000 claims 1
- 239000011347 resin Substances 0.000 claims 1
- 229920005989 resin Polymers 0.000 claims 1
- WFITUPFQQAGOBI-UHFFFAOYSA-M sodium;carbonochloridate Chemical compound [Na+].[O-]C(Cl)=O WFITUPFQQAGOBI-UHFFFAOYSA-M 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US66085276A | 1976-02-23 | 1976-02-23 | |
| US05/758,331 US4147788A (en) | 1976-02-23 | 1977-01-14 | Antibacterials: 1-difluoromethyl-6,7-methylenedioxy-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid and its esters |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU626700A3 true SU626700A3 (ru) | 1978-09-30 |
Family
ID=27098199
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU772455503A SU626700A3 (ru) | 1976-02-23 | 1977-02-22 | Способ получени 1-дифторметил-6,7метилендиокси-1,4-дигидро-4-оксо-3хинолинкарбоновой кислоты или ее сложных эфиров или солей |
Country Status (24)
| Country | Link |
|---|---|
| JP (1) | JPS52118496A (enExample) |
| AR (1) | AR212613A1 (enExample) |
| AU (1) | AU510359B2 (enExample) |
| CA (1) | CA1077939A (enExample) |
| CH (1) | CH631986A5 (enExample) |
| DD (1) | DD129450A5 (enExample) |
| DE (1) | DE2706781A1 (enExample) |
| DK (1) | DK76077A (enExample) |
| ES (2) | ES456162A1 (enExample) |
| FI (1) | FI66175C (enExample) |
| FR (2) | FR2341580A1 (enExample) |
| GB (1) | GB1517674A (enExample) |
| GR (1) | GR62469B (enExample) |
| IE (1) | IE44701B1 (enExample) |
| IL (1) | IL51518A (enExample) |
| LU (1) | LU76818A1 (enExample) |
| MX (1) | MX4877E (enExample) |
| NL (1) | NL7701884A (enExample) |
| NO (2) | NO147069C (enExample) |
| PH (1) | PH13084A (enExample) |
| PT (1) | PT66219B (enExample) |
| SE (1) | SE434400B (enExample) |
| SU (1) | SU626700A3 (enExample) |
| YU (2) | YU49277A (enExample) |
-
1977
- 1977-01-27 SE SE7700871A patent/SE434400B/xx unknown
- 1977-02-17 DE DE19772706781 patent/DE2706781A1/de not_active Withdrawn
- 1977-02-21 CA CA272,396A patent/CA1077939A/en not_active Expired
- 1977-02-21 AR AR266624A patent/AR212613A1/es active
- 1977-02-21 AU AU22488/77A patent/AU510359B2/en not_active Expired
- 1977-02-21 PT PT66219A patent/PT66219B/pt unknown
- 1977-02-22 FR FR7705060A patent/FR2341580A1/fr active Granted
- 1977-02-22 SU SU772455503A patent/SU626700A3/ru active
- 1977-02-22 NL NL7701884A patent/NL7701884A/xx not_active Application Discontinuation
- 1977-02-22 YU YU00492/77A patent/YU49277A/xx unknown
- 1977-02-22 PH PH19479A patent/PH13084A/en unknown
- 1977-02-22 NO NO770580A patent/NO147069C/no unknown
- 1977-02-22 IL IL51518A patent/IL51518A/xx unknown
- 1977-02-22 ES ES456162A patent/ES456162A1/es not_active Expired
- 1977-02-22 GB GB7417/77A patent/GB1517674A/en not_active Expired
- 1977-02-22 GR GR52825A patent/GR62469B/el unknown
- 1977-02-22 DK DK76077A patent/DK76077A/da not_active Application Discontinuation
- 1977-02-22 FI FI770567A patent/FI66175C/fi not_active IP Right Cessation
- 1977-02-22 LU LU76818A patent/LU76818A1/xx unknown
- 1977-02-22 DD DD7700197500A patent/DD129450A5/xx unknown
- 1977-02-22 MX MX775452U patent/MX4877E/es unknown
- 1977-02-23 CH CH226677A patent/CH631986A5/de not_active IP Right Cessation
- 1977-02-23 IE IE380/77A patent/IE44701B1/en unknown
- 1977-02-23 JP JP1974977A patent/JPS52118496A/ja active Pending
-
1978
- 1978-02-27 ES ES467360A patent/ES467360A1/es not_active Expired
- 1978-05-03 FR FR7813145A patent/FR2378034A1/fr active Granted
-
1982
- 1982-05-06 NO NO821500A patent/NO149138C/no unknown
- 1982-06-30 YU YU01419/82A patent/YU141982A/xx unknown
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