Substituted quinoxaline derivatives as pest control agent

Patent metadata

Field	Value
Publication number	US-2016227779-A1
Application number	US-201415029533-A
Country	US
Kind code	A1
Filing date	Oct 20, 2014
Priority date	Oct 23, 2013
Publication date	Aug 11, 2016
Grant date	—

Abstract

The invention relates to novel compounds of the formula (I)

in which R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , Y 1 and Y 2 have the meanings given above,

to a plurality of processes and intermediates for their preparation and to their use as acaricides and/or insecticides for controlling animal pests. The compounds of the formula (I) are also suitable as nematicides for plant-damaging pests and/or anthelminthics for endoparasites in humans and animals.

First claim

1 . A compound of formula (I-L)

wherein
R 2 represents hydrogen, cyano, halogen, nitro, acetyl, amino, tri-(C 1 -C 3 )-alkylsilyl, cyclo-(C 3 -C 6 )-alkyl, (C 1 -C 3 )-alkyl, (C 1 -C 3 )-haloalkyl, (C 1 -C 3 )-cyanoalkyl, (C 1 -C 3 )-hydroxyalkyl, hydroxycarbonyl-(C 1 -C 3 )-alkoxy, (C 1 -C 3 )-alkoxycarbonyl-(C 1 -C 3 )-alkyl, (C 1 -C 3 )-alkoxy-(C 1 -C 3 )-alkyl, (C 2 -C 3 )-alkenyl, (C 2 -C 3 )-haloalkenyl, (C 2 -C 3 )-cyanoalkenyl, (C 2 -C 3 )-alkynyl, (C 2 -C 3 )-haloalkynyl, (C 2 -C 3 )-cyanoalkynyl, (C 1 -C 3 )-alkoxy, (C 1 -C 3 )-haloalkoxy, (C 1 -C 3 )-cyanoalkoxy, (C 1 -C 3 )-alkoxycarbonyl-(C 1 -C 3 )-alkoxy, (C 1 -C 3 )-alkoxy-(C 1 -C 3 )-alkoxy, (C 1 -C 3 )-alkylhydroxyimino, (C 1 -C 3 )-alkoxyimino, (C 1 -C 3 )-alkyl-(C 1 -C 3 )-alkoxyimino, (C 1 -C 3 )-haloalkyl-(C 1 -C 3 )-alkoxyimino, (C 1 -C 3 )-alkylthio, (C 1 -C 3 )-haloalkylthio, (C 1 -C 3 )-alkoxy-(C 1 -C 3 )-alkylthio, (C 1 -C 3 )-alkylthio-(C 1 -C 3 )-alkyl, (C 1 -C 3 )-alkylsulfinyl, (C 1 -C 3 )-haloalkylsulfinyl, (C 1 -C 3 )-alkoxy-(C 1 -C 3 )-alkylsulfinyl, (C 1 -C 3 )-alkylsulfinyl-(C 1 -C 3 )-alkyl, (C 1 -C 3 )-alkylsulfonyl, (C 1 -C 3 )-haloalkylsulfonyl, (C 1 -C 3 )-alkoxy-(C 1 -C 3 )-alkylsulfonyl, (C 1 -C 3 )-alkylsulfonyl-(C 1 -C 3 )-alkyl, (C 1 -C 3 )-alkylsulfonyloxy, (C 1 -C 3 )-alkylcarbonyl, (C 1 -C 3 )-haloalkylcarbonyl, (C 1 -C 3 )-alkylcarbonyloxy, (C 1 -C 3 )-alkoxycarbonyl, (C 1 -C 3 )-haloalkoxycarbonyl, aminocarbonyl, (C 1 -C 3 )-alkylaminocarbonyl, di-(C 1 -C 3 )-alkylaminocarbonyl, (C 2 -C 3 )-alkenylaminocarbonyl, di-(C 2 -C 3 )-alkenylaminocarbonyl, (C 3 -C 6 )-cycloalkylaminocarbonyl, (C 1 -C 3 )-alkylsulfonylamino, (C 1 -C 3 )-alkylamino, aminosulfonyl, (C 1 -C 3 )-alkylaminosulfonyl, di-(C 1 -C 3 )-alkylaminosulfonyl, (C 1 -C 3 )-alkylsulfoximino, aminothiocarbonyl, (C 1 -C 3 )-alkylaminothiocarbonyl, di-(C 1 -C 3 )-alkyl-aminothiocarbonyl,
represents phenyl or hetaryl from the group Q-1 to Q-69, each of which is optionally mono- or polysubstituted by identical or different substituents,

where at least one carbonyl group may optionally be present (does not apply to phenyl) and/or where possible substituents are in each case as follows: cyano, halogen, amino, (C 1 -C 3 )-alkyl, (C 1 -C 3 )-haloalkyl, (C 1 -C 3 )-cyanoalkyl, (C 1 -C 3 )-hydroxyalkyl, hydroxycarbonyl-(C 1 -C 3 )-alkoxy, (C 1 -C 3 )-alkoxycarbonyl-(C 1 -C 3 )-alkyl, (C 1 -C 3 )-alkoxy-(C 1 -C 3 )-alkyl, (C 2 -C 3 )-alkenyl, (C 2 -C 3 )-haloalkenyl, (C 2 -C 3 )-cyanoalkenyl, (C 2 -C 3 )-alkynyl, (C 2 -C 3 )-haloalkynyl, (C 2 -C 3 )-cyanoalkynyl, (C 1 -C 3 )-alkoxy, (C 1 -C 3 )-haloalkoxy, (C 1 -C 3 )-cyanoalkoxy, (C 1 -C 3 )-alkoxycarbonyl-(C 1 -C 3 )-alkoxy, (C 1 -C 3 )-alkoxy-(C 1 -C 3 )-alkoxy, (C 1 -C 3 )-alkylhydroxyimino, (C 1 -C 3 )-alkoxyimino, (C 1 -C 3 )-alkyl-(C 1 -C 3 )-alkoxyimino, (C 1 -C 3 )-haloalkyl-(C 1 -C 3 )-alkoxyimino, (C 1 -C 3 )-alkylthio, (C 1 -C 3 )-haloalkylthio, (C 1 -C 3 )-alkoxy-(C 1 -C 3 )-alkylthio, (C 1 -C 3 )-alkylthio-(C 1 -C 3 )-alkyl, (C 1 -C 3 )-alkylsulfinyl, (C 1 -C 3 )-haloalkylsulfinyl, (C 1 -C 3 )-alkoxy-(C 1 -C 3 )-alkylsulfinyl, (C 1 -C 3 )-alkylsulfinyl-(C 1 -C 3 )-alkyl, (C 1 -C 3 )-alkylsulfonyl, (C 1 -C 3 )-haloalkylsulfonyl, (C 1 -C 3 )-alkoxy-(C 1 -C 3 )-alkylsulfonyl, (C 1 -C 3 )-alkylsulfonyl-(C 1 -C 3 )-alkyl, (C 1 -C 3 )-alkylsulfonyloxy, (C 1 -C 3 )-alkylcarbonyl, (C 1 -C 3 )-haloalkylcarbonyl, (C 1 -C 3 )-alkylcarbonyloxy, (C1-C 3 )-alkoxycarbonyl, (C 1 -C 3 )-haloalkoxycarbonyl, aminocarbonyl, (C 1 -C 3 )-alkylaminocarbonyl, di-(C 1 -C 3 )-alkyl-aminocarbonyl, (C 2 -C 3 )-alkenylaminocarbonyl, di-(C 2 -C 3 )-alkenylaminocarbonyl, (C 3 -C 6 )-cycloalkylaminocarbonyl, (C 1 -C 3 )-alkylsulfonylamino, (C 1 -C 3 )-alkylamino, aminosulfonyl, (C 1 -C 3 )-alkylaminosulfonyl, di-(C 1 -C 3 )-alkylaminosulfonyl, (C 1 -C 3 )-alkylsulfoximino, (C 1 -C 3 )-alkylaminothiocarbonyl, di-(C 1 -C 3 )-alkylaminothiocarbonyl,

R 3 , R 4 , R 5 and R 6 independently of one another represent hydrogen, halogen, cyano, (C 1 -C 3 )-alkyl, (C 1 -C 3 )-haloalkyl, (C 1 -C 3 )-cyanoalkyl, (C 1 -C 3 )-hydroxyalkyl, hydroxycarbonyl-(C 1 -C 3 )-alkoxy, (C 1 -C 3 )-alkoxycarbonyl-(C 1 -C 3 )-alkyl, (C 1 -C 3 )-alkoxy-(C 1 -C 3 )-alkyl, (C 2 -C 3 )-alkenyl, (C 2 -C 3 )-haloalkenyl, (C 2 -C 3 )-cyanoalkenyl, (C 2 -C 3 )-alkynyl, (C 2 -C 3 )-haloalkynyl, (C 2 -C 3 )-cyanoalkynyl, (C 1 -C 3 )-alkoxy, (C 1 -C 3 )-haloalkoxy, (C 1 -C 3 )-cyanoalkoxy, (C 1 -C 3 )-alkoxycarbonyl-(C 1 -C 3 )-alkoxy, (C 1 -C 3 )-alkoxy-(C 1 -C 3 )-alkoxy, (C 1 -C 3 )-alkylhydroxyimino, (C 1 -C 3 )-alkoxyimino, (C 1 -C 3 )-alkyl-(C 1 -C 3 )-alkoxyimino, (C 1 -C 3 )-haloalkyl-(C 1 -C 3 )-alkoxyimino, (C 1 -C 3 )-alkylthio, (C 1 -C 3 )-haloalkylthio, (C 1 -C 3 )-alkoxy-(C 1 -C 3 )-alkylthio, (C 1 -C 3 )-alkylthio-(C 1 -C 3 )-alkyl, (C 1 -C 3 )-alkylsulfinyl, (C 1 -C 3 )-haloalkylsulfinyl, (C 1 -C 3 )-alkoxy-(C 1 -C 3 )-alkylsulfinyl, (C 1 -C 3 )-alkylsulfinyl-(C 1 -C 3 )-alkyl, (C 1 -C 3 )-alkylsulfonyl, (C 1 -C 3 )-haloalkylsulfonyl, (C 1 -C 3 )-alkoxy-(C 1 -C 3 )-alkylsulfonyl, (C 1 -C 3 )-alkylsulfonyl-(C 1 -C 3 )-alkyl, (C 1 -C 3 )-alkylsulfonyloxy, (C 1 -C 3 )-alkylcarbonyl, (C 1 -C 3 )-haloalkylcarbonyl, (C 1 -C 3 )-alkylcarbonyloxy, (C 1 -C 3 )-alkoxycarbonyl, (C 1 -C 3 )-haloalkoxycarbonyl, aminocarbonyl, (C 1 -C 3 )-alkylaminocarbonyl, di-(C 1 -C 3 )-alkylaminocarbonyl, (C 2 -C 3 )-alkenylaminocarbonyl, di-(C 2 -C 3 )-alkenylaminocarbonyl, (C 3 -C 6 )-cycloalkylaminocarbonyl, (C 1 -C 3 )-alkylsulfonylamino, (C 1 -C 3 )-alkylamino, aminosulfonyl, (C 1 -C 3 )-alkylaminosulfonyl, di-(C 1 -C 3 )-alkylaminosulfonyl, (C 1 -C 3 )-alkylsulfoximino, aminothiocarbonyl, (C 1 -C 3 )-alkylaminothiocarbonyl, di-(C 1 -C 3 )-alkyl-aminothiocarbonyl, C(O)NR 8 R 9 , C(S)NR 8 R 9 ,
with the proviso that R 3 , R 4 , R 5 and R 6 do not simultaneously represent hydrogen,

or R 3 and R 4 , or R 4 and R 5 , or R 5 and R 6 together with the atoms to which they are attached form a saturated, optionally halogen- or (C 1 -C 3 )-alkyl-substituted 5- or 6-membered ring which optionally contains one or two oxygen atoms (where the heteroatoms must not be directly adjacent to one another),
R 8 and R 9 independently of one another represent hydrogen, (C 1 -C 3 )-alkyl, (C 3 -C 6 )-cycloalkyl, (C 1 -C 3 )-haloalkyl, (C 1 -C 3 )-alkylsulfinyl or (C 1 -C 3 )-alkylsulfonyl,
R 10 represents cyano, halogen, nitro, acetyl, amino, (C 1 -C 3 )-alkyl, (C 1 -C 3 )-haloalkyl, (C 1 -C 3 )-cyanoalkyl, (C 1 -C 3 )-hydroxyalkyl, hydroxycarbonyl-(C 1 -C 3 )-alkoxy, (C 1 -C 3 )-alkoxycarbonyl-(C 1 -C 3 )-alkyl, (C 1 -C 3 )-alkoxy-(C 1 -C 3 )-alkyl, (C 2 -C 3 )-alkenyl, (C 2 -C 3 )-haloalkenyl, (C 2 -C 3 )-cyanoalkenyl, (C 2 -C 3 )-alkynyl, (C 2 -C 3 )-haloalkynyl, (C 2 -C 3 )-cyanoalkynyl, (C 1 -C 3 )-alkoxy, (C 1 -C 3 )-haloalkoxy, (C 1 -C 3 )-cyanoalkoxy, (C 1 -C 3 )-alkoxycarbonyl-(C 1 -C 3 )-alkoxy, (C 1 -C 3 )-alkoxy-(C 1 -C 3 )-alkoxy, (C 1 -C 3 )-alkylhydroxyimino, (C 1 -C 3 )-alkoxyimino, (C 1 -C 3 )-alkyl-(C 1 -C 3 )-alkoxyimino, (C 1 -C 3 )-haloalkyl-(C 1 -C 3 )-alkoxyimino, (C 1 -C 3 )-alkylthio, (C 1 -C 3 )-haloalkylthio, (C 1 -C 3 )-alkoxy-(C 1 -C 3 )-alkylthio, (C 1 -C 3 )-alkylthio-(C 1 -C 3 )-alkyl, (C 1 -C 3 )-alkylsulfinyl, (C 1 -C 3 )-haloalkylsulfinyl, (C 1 -C 3 )-alkoxy-(C 1 -C 3

Assignees

• Bayer Cropscience Ag

Inventors

• Alig Bernd
• Greul Joerg
• Fischer Ruediger
• Schwarz Hans-Georg
• Bretschneider Niklas Tim
• Bretschneider Uta
• Fischer Reiner
• Portz Daniela
• Malsam Olga
• Loesel Peter
• Ilg Kerstin
• Becker Angela
• Goergens Ulrich
• Herrmann Stefan
• Welz Claudia

Classifications

• C07D241/40

  Benzopyrazines · CPC title

• C07D409/04

  directly linked by a ring-member-to-ring-member bond · CPC title

• C07D491/056

  with two or more oxygen atoms as ring hetero atoms in the oxygen-containing ring · CPC title

• A61P33/14

  Ectoparasiticides, e.g. scabicides · CPC title

• A01N43/90

  having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system · CPC title