Oxime esters of substituted quinoline-8-carboxylic acids and use thereof as herbicides

US4808212A · kind A · utility

Assignee

• BASF SE

Inventors

• Peter Plath · Bischofswerda, DE
• Karl Eicken · Monsheim, DE
• Bernd Zeeh · Ludwigshafen, DE
• Ulrich Eichenauer · Frankfurt, DE
• Helmut Hagen · Bischofswerda, DE
• Rolf-Dieter Kohler · Edingen-Neckarhausen, DE
• Norbert Meyer · Langenburg, DE
• Bruno Wuerzer · Otterstadt, DE

Key dates

• Filing date: Dec 22, 1986
• Grant date: Feb 28, 1989
• Expiry date: Dec 22, 2006

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D409/12
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Oxime esters of substituted quinoline-8-carboxylic acids of the formula ##STR1## where X is hydrogen, C.sub.1 -C.sub.4 -alkyl or halogen, Z is hydrogen or methyl, R.sup.1 is C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -alkoxymethyl, C.sub.1 -C.sub.4 -alkoxyethyl, C.sub.1 -C.sub.4 -alkylthiomethyl, C.sub.1 -C.sub.4 -alkylthioethyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.3 -C.sub.6 -alkenyl or C.sub.5 -C.sub.8 -cycloalkyl, each of which is unsubstituted or bears up to 3 methyl substituents, hydrogen, cyano, acetyl, benzoyl, unsubstituted benzyl or phenyl, or benzyl or phenyl bearing up to 3 substitutents selected from the group consisting of halogen, cyano, trifluoromethyl, C.sub.1 -C.sub.4 -haloalkyloxy, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkyl, hydroxy, dimethylamino or acetamino, R.sup.2 is hydrogen if R.sup.1 is not hydrogen, R.sup.2 further denotes C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -alkoxymethyl, chloromethyl, azolylmethyl, 1,1-dimethoxymethyl, cyano, C.sub.1 -C.sub.4 -alkoxycarbony, C.sub.1 -C.sub.4 -alkoxy, phenyl if R.sup.1 is H, CH.sub.3 or acetyl, or R.sup.2 denotes, when R.sup.1 is H or methyl, furyl, tetrahydrofuryl, thienyl, t…