Pesticidal pyrazole compounds

Patent metadata

Field	Value
Publication number	US-9439427-B2
Application number	US-201514931146-A
Country	US
Kind code	B2
Filing date	Nov 3, 2015
Priority date	Apr 21, 2011
Publication date	Sep 13, 2016
Grant date	Sep 13, 2016

Abstract

The present invention relates to novel pyrazoles of formula I

wherein the variables are as defined in the description, a method for controlling invertebrate pests, a method for protecting plant propagation material and/or the plants which grow therefrom, to plant propagation material, comprising at least one compound according to the present invention, and to an agricultural composition.

First claim

We claim:

1. A seed treated with a compound of formula I

wherein
U is N or CH;
T is O or S;
R 1 is H, C 1 -C 2 -alkyl, or C 1 -C 2 -alkoxy-C 1 -C 2 -alkyl;
R 2 is CH 3 , or halomethyl;
R 3 is C 2 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 1 -C 2 -alkoxy-C 1 -C 2 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 3 -C 6 -cycloalkyl, C 5 -C 6 -cycloalkenyl, C 1 -C 6 -alkoxy, CN, NO 2 , or S(O) n R b , wherein the C-atoms may be unsubstituted, or partially or fully substituted by R a ;
R a is halogen, CN, NO 2 , C 1 -C 2 -alkyl, C 1 -C 2 -haloalkyl, C 1 -C 4 -alkoxy, C 1 -C 2 -haloalkoxy, or S(O) n R b ;
n is 0, 1, or 2;
R b is hydrogen, C 1 -C 2 -alkyl, C 1 -C 2 -haloalkyl, C 3 -C 6 -cycloalkyl, or C 1 -C 4 -alkoxy,
R 4 is C 1 -C 4 -alkyl, or a group mentioned for R 3 ;
R 5 is H, or a group mentioned for R 4 ; or
R 3 and R 4 together with the carbon to which they are attached form a three- to six-membered carbo- or heterocycle, which may contain 1 or 2 heteroatoms selected from the group consisting of N—R c , O, and S, wherein S may be oxidized, which carbo- or heterocycle may be substituted by R a ;
R c is hydrogen, C 1 -C 2 -alkyl, C 1 -C 2 -haloalkyl, C 1 -C 2 -alkylcarbonyl, or C 1 -C 2 -alkoxycarbonyl;
or an enantiomer, diastereomer or salt thereof, in an amount of from 0.1 g to 10 kg per 100 kg of seed.

2. The seed of claim 1 wherein, in the compound of formula I, U is CH.

3. The seed of claim 1 wherein, in the compound of formula I, U is N.

4. The seed of claim 1 wherein, in the compound of formula I, T is O.

5. The seed of claim 1 wherein, in the compound of formula I, R 1 is H, C 1 -C 2 -alkyl, or C 1 -C 2 -alkoxymethyl.

6. The seed of claim 1 wherein, in the compound of formula I, R 2 is CH 3 , CHF 2 , or CF 3 .

7. The seed of claim 1 wherein, in the compound of formula I, R 3 is CN, C 2 -C 6 -alkyl, C 1 -C 2 -haloalkyl, C 1 -C 2 -alkoxy-C 1 -C 2 -alkyl, or C 3 -C 6 -cycloalkyl, wherein the C-atoms may be substituted.

8. The seed of claim 1 wherein, in the compound of formula I, R 4 is C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, or C 3 -C 6 -cycloalkyl, wherein the C-atoms may be substituted.

9. The seed of claim 1 wherein, in the compound of formula I, R 5 is H or CH 3 .

Assignees

• Basf Se

Inventors

• Defieber Christian
• Soergel Sebastian
• Saelinger Daniel
• Le Vezouet Ronan
• Koerber Karsten
• Gross Steffen
• Culbertson Deborah L
• Gunjima Koshi

Classifications

• C07D403/12 Primary

  linked by a chain containing hetero atoms as chain links · CPC title

• A01N43/58

  1,2-Diazines; Hydrogenated 1,2-diazines · CPC title

• A01N43/78

  1,3-Thiazoles; Hydrogenated 1,3-thiazoles · CPC title

• C07D405/14

  containing three or more hetero rings · CPC title

• A01N43/56 Primary

  1,2-Diazoles; Hydrogenated 1,2-diazoles · CPC title