Quinoline-3-carboxamides, their manufacture and use

US5972841A · kind A · utility

Assignee

• BASF SE

Inventors

• Wolfgang von Deyn · Neustadt, DE
• Hans Theobald · Schifferstadt, DE
• Christoph Nuebling · Ludwigshafen am Rhein, DE
• Uwe Kardorff · Mannheim, DE
• Helmut Walter · Obrigheim, DE
• Karl-Otto Westphalen · Speyer, DE
• Thomas Kappe · Graz, AT
• Matthias Gerber · Schifferstadt, DE

Key dates

• Filing date: Dec 11, 1997
• Grant date: Oct 26, 1999
• Expiry date: Dec 11, 2017

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D215/56
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Quinoline-3-carboxamides I ##STR1## where R.sup.1 is hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, and the organic radicals may be substituted or unsubstituted; PA1 R.sup.2 is hydrogen, hydroxyl, alkoxy, alkenyloxy, dialkylamino, alkyl, alkenyl, alkynyl, cycloalkyl, and the organic radicals may be substituted or unsubstituted; or PA1 R.sup.1, R.sup.2 together denote an alkylene chain of 4 to 7 members and which may be interrupted by oxygen, sulfur or N-methyl; PA1 R.sup.3 -R.sup.6 are hydrogen, alkyl, alkoxy, haloalkyl, haloalkoxy, alkylthio, haloalkylthio, halogen, cyano or nitro; PA1 X is oxygen or sulfur; with the proviso that R.sup.2 is not hydrogen, C.sub.1 -C.sub.3 -alkyl, n-butyl, 3-methylbutyl, cyclohexyl, hexyl, heptyl, octyl, 2-chlorobenzyl, 3-(dimethylamino)propyl, 3-(diethylamino)propyl, 2-morpholinoethyl or 2-(3,4-dimethoxyphenyl)ethyl when R.sup.1 and R.sup.3 to R.sup.6 are hydrogen and X is oxygen, and that R.sup.2 is not benzyl when R.sup.1 is methyl, R.sup.3 to R.sup.6 are hydrogen and X is oxygen, and that R.sup.1 and R.sup.2 do not jointly denote morpholino when R.sup.3 to R.sup.6 are hydrogen and X is oxygen.