FREMGANGSMADE TIL FREMSTILLING AF QUINOLIN-3-CARBOXYLSYRER

• Main Authors: HORVATH A, MESZAROS Z, HERMECZ I, VASVARI L
• Format: Patent
• Language: Danish
• Published: 07.12.1976
• Edition: 2
• Subjects: CHEMISTRY; HETEROCYCLIC COMPOUNDS; METALLURGY; ORGANIC CHEMISTRY

1502405 Quinoline-3-carboxylic acid derivatives CHINOIN GYOGYSZER ES UEGYESZETI TERMEKEK GYARA RT 4 June 1976 [6 June 1975] 23285/76 Heading C2C A process for preparing quinoline-3-carboxylic acids having the general Formula I wherein n is 0 or 1; R is hydrogen, optionally substituted alkyl, optionally substituted alkenyl, or optionally substituted aralkyl; R1 is hydrogen, halogen, optionally substituted alkyl, optionally substituted aryl, optionally substituted aralkyl, optionally substituted cycloalkyl or cycloalkylalkyl, optionally substituted amino, hydroxy, optionally substituted alkoxy, optionally substituted aralkoxy, optionally substituted acyl, nitro, carboxylic acid, carboxylic acid derivative, or an optionally substituted five, six- or seven-membered heterocyclic ring containing one, two or three nitrogen heteroatoms and being attached to the quinoline ring through one of the nitrogen atoms; R2 is hydrogen, halogen, optionally substituted alkyl, optionally substituted aralkyl, optionally substituted aryl, optionally substituted amino, nitro, hydroxyl, optionally substituted alkoxy, optionally substituted aralkoxy, or optionally substituted aryloxy; R3 is hydrogen, halogen, optionally substituted alkyl, optionally substituted aralkyl, optionally substituted aryl, optionally substituted amino, hydroxyl, optionally substituted alkoxy or optionally substituted aryloxy; or R2 and R3, together with the 5,6-, 6,7- or 7,8-side of quinoline ring, form an optionally substituted, five-, six- or sevenmembered ring optionally containing one or two heteroatoms selected from oxygen, sulphur and nitrogen; and when n=0, and R3 is attached to the 8-position of the quinoline ring, R3 and R may form together an optionally substituted -(CH 2 ) m - chain, wherein m is 2, 3 or 4; X is oxygen or sulphur; and R4 is hydroxyl or mercapto, comprises subjecting to hydrolysis or thiolysis a compound having the general Formula II wherein n, R, R1, R2, R3 and X are as defined above; R5 is hydrogen, optionally substituted alkyl, optionally substituted aryl, optionally substituted aralkyl, or optionally substituted cycloalkyl or cycloalkylalkyl; R6 is hydrogen, optionally substituted alkyl, optionally substituted aryl, or optionally substituted aralkyl; Y is an aromatic heterocyclic ring containing a tertiary nitrogen, and is attached through the nitrogen, or Y is a trialkylamino group; and Z is an anion.