YU46570B - PROCESS FOR PREPARATION OF QUINOLINE CARBOXYLIC ACID DERIVATIVES - Google Patents

PROCESS FOR PREPARATION OF QUINOLINE CARBOXYLIC ACID DERIVATIVES

Info

Publication number
YU46570B
YU46570B YU121788A YU121788A YU46570B YU 46570 B YU46570 B YU 46570B YU 121788 A YU121788 A YU 121788A YU 121788 A YU121788 A YU 121788A YU 46570 B YU46570 B YU 46570B
Authority
YU
Yugoslavia
Prior art keywords
general formula
compound
hydrogen
halogen
preparation
Prior art date
Application number
YU121788A
Other languages
Serbo-Croatian (sh)
Other versions
YU121788A (en
Inventor
J. Hermecz
G. Kereszturi
A. Vasvari
M. Balogh
P. Ritli
J. Sipos
A. Pajor
Original Assignee
Chinoin Gyogyszer Es Vegyeszeti Termekek Gyara Rt.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from HU285887A external-priority patent/HU200175B/en
Priority claimed from HU873146A external-priority patent/HU199822B/en
Application filed by Chinoin Gyogyszer Es Vegyeszeti Termekek Gyara Rt. filed Critical Chinoin Gyogyszer Es Vegyeszeti Termekek Gyara Rt.
Publication of YU121788A publication Critical patent/YU121788A/en
Publication of YU46570B publication Critical patent/YU46570B/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C07D215/54—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
    • C07D215/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3 with oxygen atoms in position 4

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Quinoline Compounds (AREA)

Abstract

POSTUPAK ZA DOBIVANJE DERIVATA HINOLIN KARBOKSILNE KISELINE, opšte formule I gde je R1 fenil grupa po izboru supstituisana sa 1 ili 2 atoma halogena ili grupa opšte formule CH2CR6R7R8 (gde R6, R7 i R8 su vodonik ili halogen): R2 piperazinil ili 4-metil-piperazinil; R3 vodonik ili fluor; i farmaceutski prihvatljivih njihovih soli, naznačen time, što reaguje jedinjenje opšte formule II: gde je R halogen ili alifatična acikloksi grupa koja sadrži 2-6 atoma ugljenika ili acikloksi aromatična grupa koja sadrži 7-11 atoma ugljenika: R4 fluor ili hlor: a R3 i R1 imaju značenje kao gore, sa piperazinskim derivatom opšte formule III: gde je R5 vodonik ili metil, ili sa njegovom solju u prisustvu organskog rastvarača, poželjno amida kiseline, sulfoksida, ketona, alkohola, etra ili estra i u prisustvu sredstva za vezivanje kiseline, poželjno amina ili viška jedinjenja opšte formule III, na temperaturi 100-110В°C, i tako dobiveno jedinjenje opšte formule IV: gde R, R1, R2 i R3 su kao što je definisano napred, se podvrgava hidrolizi u kiseloj ili alkalnoj sredini na temperaturi refluksa, posle ili bez izolovanja, i ako se želi temperaturi refluksa, posle ili bez izolovanja, i ako se želi dobiveno jedinjenje opšte formule I se prevodi u svoju farmaceutski prihvatljivu so ili se oslobadja iz svoje soli. Prijava sadrži još 1 nezavisan i 7 zavisnih patentnih zatheva.A process for the preparation of quinoline carboxylic acid derivatives of general formula I wherein R 1 is a phenyl group optionally substituted by 1 or 2 halogen atoms or a group of general formula CH 2 CR 6 R 7 R 8 (wherein R 6, R 7 and R 8 are hydrogen or halogen): R 2 is metrazinyl or piperazinyl; R3 is hydrogen or fluorine; and pharmaceutically acceptable salts thereof, wherein the reaction is a compound of general formula II: wherein R is halogen or an aliphatic acycloxy group containing 2-6 carbon atoms or an acyloxy aromatic group containing 7-11 carbon atoms: R4 is fluorine or chlorine: and R3 and R 1 have the meaning as above, with a piperazine derivative of general formula III: wherein R 5 is hydrogen or methyl, or a salt thereof in the presence of an organic solvent, preferably an acid amide, sulfoxide, ketone, alcohol, ether or ester and in the presence of an acid binder, preferably an amine or an excess of a compound of general formula III, at a temperature of 100-110V ° C, and thus a compound of general formula IV: wherein R, R 1, R 2 and R 3 are as defined above, are subjected to hydrolysis in an acidic or alkaline medium at a temperature reflux, after or without isolation, and if desired reflux temperature, after or without isolation, and if desired the resulting compound of general formula I is translated into its pharmaceutical preparation atljivu with or is released from its salt. The application contains 1 more independent and 7 dependent patent applications.

YU121788A 1987-06-24 1988-06-23 PROCESS FOR PREPARATION OF QUINOLINE CARBOXYLIC ACID DERIVATIVES YU46570B (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
HU285887A HU200175B (en) 1987-06-24 1987-06-24 Process for producing quinolinecarboxylic acid derivatives
HU873146A HU199822B (en) 1987-07-10 1987-07-10 Process for production of derivatives of quinoline carbonic acid

Publications (2)

Publication Number Publication Date
YU121788A YU121788A (en) 1989-12-31
YU46570B true YU46570B (en) 1993-11-16

Family

ID=26317564

Family Applications (1)

Application Number Title Priority Date Filing Date
YU121788A YU46570B (en) 1987-06-24 1988-06-23 PROCESS FOR PREPARATION OF QUINOLINE CARBOXYLIC ACID DERIVATIVES

Country Status (11)

Country Link
EP (1) EP0329719A1 (en)
JP (1) JP2693988B2 (en)
KR (1) KR970005911B1 (en)
CN (1) CN1025028C (en)
CA (1) CA1325010C (en)
CS (1) CS274677B2 (en)
DK (1) DK84089D0 (en)
ES (1) ES2006994A6 (en)
FI (1) FI91400C (en)
WO (1) WO1988010253A1 (en)
YU (1) YU46570B (en)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4562852A (en) * 1984-08-20 1986-01-07 Britt Franklin J Safety valve
US4606367A (en) * 1985-04-04 1986-08-19 Britt Franklin J Apparatus and method for relieving pressure within a high pressure tank
HU198709B (en) * 1987-04-08 1989-11-28 Chinoin Gyogyszer Es Vegyeszet Process for producing quinoline-carboxylic acid derivatives
AU648114B2 (en) * 1990-09-11 1994-04-14 Schering Corporation Process for preparing albuterol, acetal, hemi-acetal, and hydrates of arylglyoxal intermediates thereof
JP3165742B2 (en) * 1991-07-16 2001-05-14 中外製薬株式会社 Method for producing quinolone carboxylic acid derivative
US5869661A (en) * 1991-07-16 1999-02-09 Chugai Seiyaku Kabushiki Kaisha Method of producing a quinolonecarboxylic acid derivative
ES2049636B1 (en) * 1992-04-15 1994-12-16 Genesis Para La Investigacion PROCEDURE FOR THE PREPARATION OF QUINOLINCARBOXILIC ACID DERIVATIVES.
ES2077490B1 (en) * 1992-11-18 1996-10-16 Marga Investigacion TRIMETILSILILIC ESTERS AND SOLVATES OF CHELATES OF QUINOLIN-3-CARBOXYL ACIDS. PREPARATION AND APPLICATION TO THE QUINOLON PROCESS.
ES2092963B1 (en) * 1995-04-12 1997-12-16 Sint Quimica Sa PROCEDURE FOR THE PREPARATION OF ACID 1-CICLOPROPIL-6-FLUORO-1, 4-DIHIDRO-7- (1S, 4S) -5-METHYL-2,5-DIAZABICICLO (2.2.1) HEPT-2-IL) -4 -OXO-3-QUINOLINCARBOXILICO AND ITS SALTS.
ES2095809B1 (en) * 1995-07-27 1997-12-16 Sint Quimica Sa PROCEDURE FOR THE PREPARATION OF NAFTIRIDIN CARBOXYLIC ACIDS AND THEIR SALTS.
FR2916446B1 (en) 2007-05-24 2009-08-21 Biocodex Sa NOVEL PROCESS FOR SYNTHESIZING FLUOROQUINOLONES

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS59122470A (en) * 1982-12-27 1984-07-14 Dai Ichi Seiyaku Co Ltd Preparation of quinoline-3-carboxylic acid derivative
NZ208470A (en) * 1983-07-18 1988-06-30 Abbott Lab 6-fluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid derivatives and antibacterial compositions containing such

Also Published As

Publication number Publication date
FI91400B (en) 1994-03-15
WO1988010253A1 (en) 1988-12-29
CN1032166A (en) 1989-04-05
KR970005911B1 (en) 1997-04-22
FI91400C (en) 1994-06-27
CS274677B2 (en) 1991-09-15
CN1025028C (en) 1994-06-15
JPH02500366A (en) 1990-02-08
FI890723A0 (en) 1989-02-15
ES2006994A6 (en) 1989-05-16
CS412388A2 (en) 1990-11-14
FI890723A (en) 1989-02-15
DK84089A (en) 1989-02-23
JP2693988B2 (en) 1997-12-24
KR890701564A (en) 1989-12-21
DK84089D0 (en) 1989-02-23
YU121788A (en) 1989-12-31
EP0329719A1 (en) 1989-08-30
CA1325010C (en) 1993-12-07

Similar Documents

Publication Publication Date Title
YU137191A (en) PROCEDURE FOR OBTAINING QUINOLINE DERIVATIVES
YU46570B (en) PROCESS FOR PREPARATION OF QUINOLINE CARBOXYLIC ACID DERIVATIVES
ES370394A1 (en) 11-substituted 5 11-dihydro-6h-pyrido(2 3-b)(1 4)benzodiazepin-6-ones
YU48446B (en) PROCEDURE FOR OBTAINING NEW DERIVATIVES 1- (CYCLOHEXYL) -4- aryl-4-piperidinecarboxylic acids
YU44198A (en) Novel substituted (2-(1-piperazinyl) etoxy)methyl compounds
YU47200B (en) PROCEDURE FOR OBTAINING IMIDAZOPYRIDASINE DERIVATIVES
YU20690A (en) ESTRI1-BENZYL-3-HYDROXYMETHYL-INDAZOLE WITH ALYPHATIC 2-HYDROXY ACIDS
ES419871A1 (en) Aroyl-substituted phenylacetic acid derivatives
YU46624B (en) PROCESS FOR PREPARATION OF ARYLPIPERAZINYL-ALKYLENPHENYL- HETEROCYCLIC COMPOUNDS
ES454159A1 (en) A procedure for the preparation of new derivatives of the penicilanic acid. (Machine-translation by Google Translate, not legally binding)
DK682288A (en) METHOD OF PREPARING QUINOLINCARBOXYL ACID
ES2064361T3 (en) NEW COMPOUNDS.
EP0021924A3 (en) Indole derivatives, process for their preparation, their use as medicines, pharmaceutical compositions containing them and intermediates
YU46452B (en) PROCESS FOR THE PREPARATION OF QUINOLINE CARBOXYLIC ACIDS AND THEIR INTERMEDIATES
YU47215B (en) PROCEDURE FOR OBTAINING HINOLINE-CARBOXYLIC ACID DERIVATIVES AND ITS INTERMEDIATE
HRP20000027B1 (en) Process for the preparation of alkoxyfuranoneamine derivatives, compounds obtained by this process, and the use of these compounds
NO873097L (en) PREPARATION OF 1-METHYLAMINOKINOLINCARBOXYL ACID DERIVATIVES.
YU46433B (en) PROCEDURE FOR PREPARATION OF CONDENSED PYRIMIDINE DERIVATIVES
YU48481B (en) Process for preparing 2,2-dimethyl-5-(2,5-dimethyl-phenoxy)-pentanoic acid and process for preparing intermediates
FI885523A (en) FOERFARANDE FOER FRAMSTAELLNING AV KINOLINKARBOXYLSYROR.
DK193180A (en) PROCEDURE FOR THE PREPARATION OF 2-AMINOALKYL5-PYRIDINOLES THEIR ACID ADDITION SALTS AND PREPARATIONS CONTAINING THESE COMPOUNDS
GB1001959A (en) New methoxy methyl chlorobenzoic acid and derivatives thereof and process for preparing same
YU46720B (en) PROCEDURE FOR PREPARATION OF NEW 2-AMINO-TETRAHYDRO-ISOCHINOLINE DERIVATIVES
YU45948B (en) PROCEDURE FOR THE PRODUCTION OF A NEW CYCLOHEXANE COMPOUND
GB876717A (en) Reserpic acid esters and process for their manufacture