NO842941L - Fremgagsmaate for fremstilling av 1-etyl-6-fluor-1,4-dihydro-7-(1-piperazinyl)-4-oksokinolin-3-karboksylsyre - Google Patents
Fremgagsmaate for fremstilling av 1-etyl-6-fluor-1,4-dihydro-7-(1-piperazinyl)-4-oksokinolin-3-karboksylsyreInfo
- Publication number
- NO842941L NO842941L NO842941A NO842941A NO842941L NO 842941 L NO842941 L NO 842941L NO 842941 A NO842941 A NO 842941A NO 842941 A NO842941 A NO 842941A NO 842941 L NO842941 L NO 842941L
- Authority
- NO
- Norway
- Prior art keywords
- fluoro
- ethyl
- piperazinyl
- dihydro
- oxo
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 19
- -1 1-PIPERAZINYL Chemical class 0.000 title claims 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims abstract description 22
- 238000006243 chemical reaction Methods 0.000 claims abstract description 15
- 238000002360 preparation method Methods 0.000 claims abstract description 7
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims abstract 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 15
- OGJPXUAPXNRGGI-UHFFFAOYSA-N norfloxacin Chemical compound C1=C2N(CC)C=C(C(O)=O)C(=O)C2=CC(F)=C1N1CCNCC1 OGJPXUAPXNRGGI-UHFFFAOYSA-N 0.000 claims description 13
- 150000001875 compounds Chemical class 0.000 claims description 11
- 229960001180 norfloxacin Drugs 0.000 claims description 10
- 239000011541 reaction mixture Substances 0.000 claims description 6
- 238000010992 reflux Methods 0.000 claims description 5
- FKGHGICVSSHGDP-UHFFFAOYSA-N C(C)N1C=C(C(C2=CC(=C(C=C12)N1CCNCC1)F)=O)C(=O)N1CCNCC1 Chemical compound C(C)N1C=C(C(C2=CC(=C(C=C12)N1CCNCC1)F)=O)C(=O)N1CCNCC1 FKGHGICVSSHGDP-UHFFFAOYSA-N 0.000 claims description 4
- NGBZZCXZVDYZQK-UHFFFAOYSA-N ethyl 7-chloro-1-ethyl-6-fluoro-4-oxoquinoline-3-carboxylate Chemical compound ClC1=C(F)C=C2C(=O)C(C(=O)OCC)=CN(CC)C2=C1 NGBZZCXZVDYZQK-UHFFFAOYSA-N 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 3
- 238000003756 stirring Methods 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 238000007127 saponification reaction Methods 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 125000003282 alkyl amino group Chemical group 0.000 claims 1
- 238000007796 conventional method Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 description 7
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 6
- 239000000047 product Substances 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- BSKHPKMHTQYZBB-UHFFFAOYSA-N 2-methylpyridine Chemical group CC1=CC=CC=N1 BSKHPKMHTQYZBB-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000002329 infrared spectrum Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 1
- 239000007832 Na2SO4 Substances 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000003973 alkyl amines Chemical group 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 150000004885 piperazines Chemical class 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000010517 secondary reaction Methods 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES524358A ES8501391A1 (es) | 1983-07-22 | 1983-07-22 | Procedimiento de preparar acido 1-etil-6-fluo-1,4-dihidro-7-(1-piperacinil)-4-oxoquinolin-3-carboxilico. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO842941L true NO842941L (no) | 1985-01-23 |
Family
ID=8486067
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO842941A NO842941L (no) | 1983-07-22 | 1984-07-18 | Fremgagsmaate for fremstilling av 1-etyl-6-fluor-1,4-dihydro-7-(1-piperazinyl)-4-oksokinolin-3-karboksylsyre |
Country Status (8)
| Country | Link |
|---|---|
| KR (1) | KR850001190A (is") |
| DK (1) | DK355884A (is") |
| ES (1) | ES8501391A1 (is") |
| FI (1) | FI842687A7 (is") |
| GR (1) | GR79960B (is") |
| IT (1) | IT1178493B (is") |
| NO (1) | NO842941L (is") |
| PT (1) | PT78926B (is") |
-
1983
- 1983-07-22 ES ES524358A patent/ES8501391A1/es not_active Expired
- 1983-11-07 KR KR1019830005273A patent/KR850001190A/ko not_active Withdrawn
-
1984
- 1984-07-04 FI FI842687A patent/FI842687A7/fi not_active Application Discontinuation
- 1984-07-12 IT IT21854/84A patent/IT1178493B/it active
- 1984-07-16 GR GR75320A patent/GR79960B/el unknown
- 1984-07-17 PT PT78926A patent/PT78926B/pt not_active IP Right Cessation
- 1984-07-18 NO NO842941A patent/NO842941L/no unknown
- 1984-07-20 DK DK355884A patent/DK355884A/da not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| GR79960B (is") | 1984-10-31 |
| IT8421854A1 (it) | 1986-01-12 |
| FI842687A0 (fi) | 1984-07-04 |
| KR850001190A (ko) | 1985-03-16 |
| FI842687A7 (fi) | 1985-01-23 |
| DK355884D0 (da) | 1984-07-20 |
| ES524358A0 (es) | 1984-12-16 |
| ES8501391A1 (es) | 1984-12-16 |
| PT78926B (en) | 1986-06-02 |
| PT78926A (en) | 1984-08-01 |
| IT8421854A0 (it) | 1984-07-12 |
| DK355884A (da) | 1985-01-23 |
| IT1178493B (it) | 1987-09-09 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE69723846T2 (de) | Verfahren zur Herstellung von Sildenafil | |
| KR870001944B1 (ko) | 퀴놀린 카르복실산 유도체의 제조방법 | |
| JPH0240066B2 (is") | ||
| CS264345B2 (en) | Process for preparing quinolincarboxylic acids | |
| NO842941L (no) | Fremgagsmaate for fremstilling av 1-etyl-6-fluor-1,4-dihydro-7-(1-piperazinyl)-4-oksokinolin-3-karboksylsyre | |
| RU2114831C1 (ru) | Способ получения 2,6-дихлор-5-фторникотиновой кислоты и ее хлорангидрида | |
| CA2199645C (en) | Methods for the manufacture of quinolone carboxylic acids derivatives and intermediates thereof | |
| KR100656636B1 (ko) | 6-메틸-2-(4-메틸-페닐)-이미다조[1,2-ａ]피리딘-3-(Ｎ,Ｎ-디메틸-아세트아미드) 및 중간체의 제조 방법 | |
| US2695902A (en) | 2-methyl-3-(beta-chloroethyl)-4, 6-dichloro pyridine and method of making same | |
| US4182880A (en) | 1,8-Naphthyridine compounds and process for preparing the same | |
| US5233082A (en) | Method of making 3-hydroxy-2,4,5-trifluorobenzoic acid | |
| US5166354A (en) | Quinoline derivatives and processes for the preparation thereof | |
| AT397385B (de) | Verfahren zur herstellung von chinolincarbonsäurederivaten | |
| US5122608A (en) | Method for the preparation of substituted and unsubstituted 2,3-pyridine and quinolinedicarboxylic acids | |
| KR20010023507A (ko) | 3,4-디히드록시-3-시클로부텐-1,2-디온의 제조법 | |
| US4521616A (en) | Method for the preparation of fluoroanthranilic acids | |
| US4625033A (en) | Process for preparing 5-aza-indole and intermediates used in this process | |
| CS261250B2 (en) | Method of 1-methylaminoquinolinecarboxyl acid's and its derivatives production | |
| RU2002744C1 (ru) | Способ получени 1-замещенной 6-фтор-4-оксо-7-(1-пиперазинил)-1,4-дигидрохинолин-3-карбоновой кислоты | |
| EP0548560B1 (en) | Process for the manufacturing of halomaleic and halofumaric esters | |
| EP0588372B1 (en) | Process for preparing pyridine-2,3-dicarboxylic acid compounds | |
| EP0402561B1 (en) | Process for the manufacture of anilinofumarate via chloromaleate or chlorofumarate or mixtures thereof | |
| SU645565A3 (ru) | Способ получени производных пиридина | |
| KR900004878B1 (ko) | 퀴놀론 유도체의 제조방법 | |
| EP0602549B1 (de) | 4-Hydroxy-2,3,5-trifluorbenzoesäure und Verfahren zu ihrer Herstellung |