Herbicidally, acaricidally and insecticidally active pyrazolidine compounds

US5506193A · kind A · utility

Assignee

• Ciba-Geigy · US

Inventors

• Frederik Cederbaum · Oberwil, CH
• Hans-Georg Brunner · Lausen, CH
• Manfred Boger · Weil am Rhein, DE

Key dates

• Filing date: Sep 17, 1993
• Grant date: Apr 9, 1996
• Expiry date: Sep 17, 2013

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D487/04
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The present invention relates to herbicidally, acaricidally and insecticidally active pyrazolidine-3,5-diones of the formula I ##STR1## in which R.sub.1 is ##STR2## R.sub.2 and R.sub.3 independently of one another are C.sub.1 -C.sub.6 alkyl; C.sub.3 -C.sub.6 alkenyl; or C.sub.3 -C.sub.6 alkynyl; or PA1 R.sub.2 and R.sub.3 together are a --(CH.sub.2).sub.3 --, --(CH.sub.2).sub.4 --, --CH.sub.2 --CH.dbd.CH--CH.sub.2 --, --CH.sub.2 --CH.dbd.CH-- or --(CH.sub.2).sub.2 --CH.dbd.CH-- bridge which is unsubstituted or up to trisubstituted by C.sub.1 -C.sub.4 alkyl; PA1 n is 0; 1; 2; 3; or 4; PA1 m is 0; or 1; the total of m and n being less than, or equal to, 4; the PA1 R.sub.4 radicals independently of one another are halogen; nitro; cyano, C.sub.1 -C.sub.4 alkyl; C.sub.1 -C.sub.4 haloalkyl; C.sub.1 -C.sub.10 alkoxy; C.sub.1 -C.sub.4 haloalkoxy; C.sub.3 -C.sub.6 alkenyloxy; C.sub.1 -C.sub.4 alkoxy-C.sub.2 -.sub.4 alkoxy; C.sub.3 -C.sub.6 alkynyloxy; C.sub.1 -C.sub.4 alkylcarbonyl; C.sub.1 -C.sub.4 alkoxycarbonyl; C.sub.1 -C.sub.4 alkylthio; C.sub.1 -C.sub.4 alkylsulfinyl; C.sub.1 -C.sub.4 alkylsulfonyl; amino; mono-C.sub.1 -C.sub.4 alkylamino; di-C.sub.1 -C.sub.4 alkylamino; PA1 R.sub.5 i…